Chalcogenide-capped triiron clusters [Fe3(CO)9(μ3-E)2], [Fe3(CO)7(μ3-CO)(μ3-E)(μ-dppm)] and [Fe3(CO)7(μ3-E)2(μ-dppm)] (E = S, Se) as proton-reduction catalysts

Chalcogenide-capped triiron clusters [Fe3(CO)7(μ3-CO)(μ3-E)(μ-dppm)] and [Fe3(CO)7(μ3-E)2(μ-dppm)] (E = S, Se) have been examined as proton-reduction catalysts. Protonation studies show that [Fe3(CO)9(μ3-E)2] are unaffected by strong acids. Mono-capped [Fe3(CO)7(μ3-CO)(μ3-E)(μ-dppm)] react with HBF4.Et2O but changes in IR spectra are attributed to BF3 binding to the face-capping carbonyl, while bicapped [Fe3(CO)7(μ3-E)2(μ-dppm)] are protonated but in a process that is not catalytically important. DFT calculations are presented to support these protonation studies. Cyclic voltammetry shows that [Fe3(CO)9(μ3-Se)2] exhibits two reduction waves, and upon addition of strong acids, proton-reducti…

Coupling of Azomethine Ylides with Nitrilium Derivatives ofcloso-Decaborate Clusters: A Synthetic and Theoretical Study

The azomethine ylides p-R3C5H4N+CH−COC6H4R2-p (3 a: R3=H, R2=H, X=Br; 3 b: R3=H, R2=Me, X=I; 3 c: R3=H, R2=OMe, X=I; 3 d: R3=H, R2=F, X=I; 3 e: R3=Me, R2=Me, X=Br) react with the nitrile functionality of the closo-decaborate clusters [Bun4N][B10H9(NCR1)] (1 a: R1=Me; 1 b: R1=Et; 1 c: R1=Ph) in a CH3NO2 solution under mild conditions (20–25 °C, 2 min) to afford selectively products of the nucleophilic addition (ca. quantitative yields based on NMR analysis in [D6]DMSO, 71–87 % yield of isolated products). These products are the borylated enamino ketones as the salts bearing exclusively a tetrabutylammonium cation [Bun4N][B10H9{NCR1=C(N+C5H4R3-p)COC6H4R2-p}] (4 a–h,k–n) or the mixed salts [Bu…

Cu(II), Ni(II) and Zn(II) mononuclear building blocks based on new polynucleating azomethine ligand : Synthesis and characterization

Five new mononuclear complexes formed by the polynucleating ligand 2-[1-(3,5-dimethyl)pyrazolyl]-2-hydroxyimino-N′-[1-(2-pyridyl)ethylidene]acetohydrazide (HL): [Ni(L)(HL)]ClO4·2CH3OH (1), [Ni(L)2]·CH3OH (2), [Zn(L)(HL)]ClO4·2CH3OH (3), [Zn(L)2]·CH3OH (4) and [Cu(L)2]·CH3OH (5) were synthesized and characterized by elemental analysis, mass-spectrometry, IR-spectroscopy and X-ray analysis. The complexes reveal distorted octahedral N4O2 coordination arrangement formed by both protonated and deprotonated (1, 3) or two deprotonated ligand molecules (2, 4, 5). The presence of non-coordinated oxime and pyrazole groups resulted in the formation of extensive systems of hydrogen bonds in the crystal…

Tunable Interaction Strength and Nature of the S···Br Halogen Bonds in [(Thione)Br2] Systems

The strength and nature of the S···Br and Br···Br interactions were systematically tuned by altering the electron donor properties of the thione group. Three new halogen-bonded compounds, [(N-methylbenzothiazole-2-thione)Br2]·0.5CH2Cl2 (1), [(2(3H)-benzothiazolethione)Br2] (2), and [(2-benzimidazolethione)Br]·[Br3] (3), were synthesized and studied structurally by using X-ray crystallography and computationally by using charge density analysis based on QTAIM calculations. Analysis of the interaction strength indicated a formation of surprisingly strong S···Br halogen bonds in 1 (−104 kJ mol–1, and RBrS = 0.64) and 2 (−116 kJ mol–1, and RBrS = 0.63) with a substantial covalent contribution. …

Hydrogen-atom and oxygen-atom transfer reactivities of iron(iv)-oxo complexes of quinoline-substituted pentadentate ligands

A series of iron(II) complexes with the general formula [FeII(L2-Qn)(L)]n+ (n = 1, L = F−, Cl−; n = 2, L = NCMe, H2O) have been isolated and characterized. The X-ray crystallographic data reveals that metal–ligand bond distances vary with varying ligand field strengths of the sixth ligand. While the complexes with fluoride, chloride and water as axial ligand are high spin, the acetonitrile-coordinated complex is in a mixed spin state. The steric bulk of the quinoline moieties forces the axial ligands to deviate from the Fe–Naxial axis. A higher deviation/tilt is noted for the high spin complexes, while the acetonitrile coordinated complex displays least deviation. This deviation from linear…

Synthesis, X-ray Structure, Antimicrobial and Anticancer Activity of a Novel [Ag(ethyl-3-quinolate)2(citrate)] Complex

A novel Ag(I) citrate complex with ethyl-3-quinolate (Et3qu) was synthesized. Its structure was confirmed using X-ray single crystal to be [Ag(Et3qu)2(citrate)]. It crystallized in the Triclinic crystal system and P-1 space group with unit cell parameters of a = 8.6475(2) Å, b = 11.4426(3) Å, c = 15.2256(3) Å, α = 73.636(2)°, β = 79.692(2)° and γ = 86.832(2)°, while the unit cell volume was 1422.19(6) Å3. In the unit cell, there are two [Ag(Et3qu)2(citrate)] molecules and one unit as the asymmetric formula. The molecular structure comprised one Ag(I) coordinated with two Et3qu molecules via two almost equidistant Ag-N bonds and one citrate ion acting as a mono-negative monodentate ligand vi…

Oxygen Atom Transfer Catalysis by Dioxidomolybdenum(VI) Complexes of Pyridyl Aminophenolate Ligands

A series of new cationic dioxidomolybdenum(VI) complexes [MoO2(Ln)]PF6 (2-5) with the tripodal tetradentate pyridyl aminophenolate ligands HL2-HL5 have been synthesized and characterized. Ligands HL2-HL4 carry substituents in the 4-position of the phenolate ring, viz. Cl, Br and NO2, respectively, whereas the ligand HL5, N-(2-hydroxy-3,5-di-tert-butylbenzyl)-N,N-bis(2-pyridylmethyl)amine, is a derivative of 3,5-di-tert-butylsalicylaldehyde. X-ray crystal structures of complexes 2, 3 and 5 reveal that they have a distorted octahedral geometry with the bonding parameters around the metal centres being practically similar. Stoichiometric oxygen atom transfer (OAT) properties of 5 with PPh3 wer…

PdII-mediated integration of isocyanides and azide ions might proceed via formal 1,3-dipolar cycloaddition between RNC ligands and uncomplexed azide

Reaction between equimolar amounts of trans-[PdCl(PPh3)2(CNR)][BF4] (R = t-Bu 1, Xyl 2) and diisopropylammonium azide 3 gives the tetrazolate trans-[PdCl(PPh3)2(N4t-Bu)] (67%, 4) or trans-[PdCl(PPh3)2(N4Xyl)] (72%, 5) complexes. 4 and 5 were characterized by elemental analyses (C, H, N), HRESI+-MS, 1H and 13C{1H} NMR spectroscopies. In addition, the structure of 4 was elucidated by a single-crystal X-ray diffraction. DFT calculations showed that the mechanism for the formal cycloaddition (CA) of N3− to trans-[PdCl(PH3)2(CNMe)]+ is stepwise. The process is both kinetically and thermodynamically favorable and occurs via the formation of an acyclic NNNCN-intermediate. The second step of the fo…

Proton reduction by phosphinidene-capped triiron clusters

Bis(phosphinidene)-capped triiron carbonyl clusters, including electron rich derivatives formed by substitution with chelating diphosphines, have been prepared and examined as proton reduction catalysts. Treatment of the known cluster [Fe3(CO)9(µ3-PPh)2] (1) with various diphosphines in refluxing THF (for 5, refluxing toluene) afforded the new clusters [Fe3(CO)7(µ3-PPh)2(κ2-dppb)] (2), [Fe3(CO)7(µ3-PPh)2(κ2-dppv)] (3), [Fe3(CO)7(µ3-PPh)2(κ2-dppe)] (4) and [Fe3(CO)7(µ3-PPh)2(µ-κ2-dppf)] (5) in moderate yields, together with small amounts of the corresponding [Fe3(CO)8(µ3-PPh)2(κ1-Ph2PxPPh2)] cluster (x = -C4H6-, -C2H2-, -C2H4-, -C3H6-, -C5H4FeC5H4-). The molecular structures of complexes 3 a…

A Bis(mu-phenoxo)-Bridged Dizinc Complex with Hydrolytic Activity

The dinuclear complex [Zn2(papy)2]·2CH3OH [H2papy = N- (2-hydroxybenzyl)-N-(2-picolyl)glycine] was synthesized and characterized. The crystal structure of the complex reveals that both ZnII ions are pentacoordinate with distorted pentagonal bipyramidal coordination arrangements. The phenoxyl groups of each ligand bridge the two metal atoms, whereas each carboxylate of the ligand is terminally bound to one ZnII ion. Potentiometric studies of the ZnII:H2papy system in a methanol/water mixture show the existence of a mononuclear species at lower pH; but at a pH above 5, a dimeric species starts to dominate and transforms further into a bis(μ-phenoxo) bridged dizinc complex by deprotonation of …

A novel synthetic approach to pyran-2,4-dione scaffold production: Microwave-assisted dimerization, cyclization, and expeditious regioselective conversion into β-enamino-pyran-2,4-diones

Abstract Here, we report a novel, green, simple, low-cost, and rapid methodology for the high-yield production of pyran-2,4-dione scaffolds under microwave irradiation. Regio- and stereoselective conversions of β-diketone systems into β-enaminones were achieved using 18 primary amines and four amino acid esters. Microwave-assisted further cyclization of 3-(β-substitutedvinyl)-6-phenyl-pyran-2,4-dione into 3-benzoyl-4,7-diphenyl-2H,5H-pyrano[4,3-b]pyran-2,5-dione via reaction with ethyl benzoyl acetate.

Inter- and intramolecular non-covalent interactions in 1-methylimidazole-2-carbaldehyde complexes of copper, silver, and gold

Abstract Three new imidazole compounds, [CuBr2(mimc)2] (1), [Ag(mimc)2][CF3SO3] (2), and [AuCl3(mimc)] (3) (mimc = 1-methylimidazole-2-carbaldehyde), have been synthesized, structurally characterized, and further analyzed using the QTAIM analysis. The compounds exhibit self-assembled 3D networks arising from intermolecular non-covalent interactions such as metallophilic interactions, metal-π contacts, halogens–halogen interactions, and hydrogen bonds. These weak interactions have a strong impact on the coordination sphere of the metal atoms and on the packing of compounds 1, 2, and 3.

Retro Diels Alder protocol for regioselective synthesis of novel [1,2,4]triazolo[4,3-a]pyrimidin-7(1H)-ones

Reactions of diastereochemically varied norbornene-condensed 2-thioxopyrimidin-4-ones6and10with variously functionalized hydrazonoyl chlorides2a-hgave regioselectively angular norbornene-based [1,2,4]triazolo[4,3-a]pyrimidin-7(1H)-ones7a-hand11a,c-e, respectively. Thermal retro Diels-Alder (RDA) reaction of7a-hand11a,c-eresulted in the target compounds4a-has single products. On the other hand, reactions of thiouracil1and hydrozonoyl chlorides2a-egave regioselectively [1,2,4]triazolo[4,3-a]pyrimidinone-5(1H)-ones3a-e. The opposite regioselectivity of thiouracil1and norbornene-condensed 2-thioxopyrimidin-4-ones6and10was attributed to electronic factors according to DFT calculations. The angul…

Base-Controlled Regiospecific Mono-Benzylation/Allylation and Diallylation of 4-Aryl-5-indolyl-1,2,4-triazole-3-thione : Thio-Aza Allyl Rearrangement

The regiospecific S-benzylation/allylation of two 4-aryl-5-indolyl-1,2,4-triazole-3-thione precursors was carried out using Et3N as a base. Allyl group migration from exocyclic sulfur to the triazole nitrogen (N3) was successfully achieved in a short time via thermal fusion without the need for any catalyst. The allylation of indole nitrogen, along with exocyclic sulfur or triazole nitrogen (N3), was carried out using K2CO3 as stronger base. S,N-Diallylated products were converted to N,N-diallylated analogues using a simple fusion approach. Structural analyses of the two newly synthesized hybrids 2b and 5b investigated via the X-ray diffraction of a single crystal combined with Hirshfeld ca…

Stereoselective synthesis and application of tridentate aminodiols derived from (+)-pulegone

Abstract A library of tridentate aminodiols, derived from naturally occurring (R)-(+)-pulegone, was synthesized and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The reduction of pulegone furnished pulegol, which was transformed into allylic trichloroacetamide via Overman rearrangement of the corresponding trichloroacetimidate. The protected enamine was subjected to dihydroxylation with OsO4/NMO system resulting in a 1:1 mixture of (1R,2R,4R)- and (1S,2S,4R)-aminodiol diastereomers. After the removal of the trichloroacetyl protecting groups, the obtained primary aminodiols were transformed into secondary ones. The regioselectivity of the ring closure of the N-b…

ChemInform Abstract: Metal-Free Regioselective C-C Bond Cleavage in 1,3,5-Triazine Derivatives of β-Diketones.

The reaction of cyanuric chloride (I) with 3 equivalents of ketones (II) in the presence of 3 equivalents of KOH affords adducts (IV), which are converted into deacylated derivatives (III) by treatment with aqueous HCl solution in MeOH.

Chemoselective, Substrate-directed Fluorination of Functionalized Cyclopentane β-Amino Acids

This work describes a substrate-directed fluorination of some highly functionalized cyclopentane derivatives. The cyclic products incorporating CH2 F or CHF2 moieties in their structure have been synthesized from diexo- or diendo-norbornene β-amino acids following a stereocontrolled strategy. The synthetic study was based on an oxidative transformation of the ring carbon-carbon double bond of the norbornene β-amino acids, followed by transformation of the resulted "all cis" and "trans" diformyl intermediates by fluorination with "chemodifferentiation".

Oxygen Transfer from Trimethylamine N-oxide to CuI Complexes Supported by Pentanitrogen Ligands

[N,N-bis(1-methyl-2-benzimidazolyl)methyl-N-(bis-2-pyridylmethyl)amine] ( L 1 ) and [N,N-bis(2-quinolylmethyl)-N-bis(2-pyridyl)methylamine] ( L 2 ) were employed to prepare Cu II  and Cu I  complexes for spectroscopic and structural characterization. [ L 1 Cu II (H 2 O)](NO 3 ) 2 and [ L 2 Cu II (NO 3 )]NO 3 have Jahn-Teller distorted octahedral geometries, and give rise to isotropic EPR spectra in frozen solution. [ L 1 Cu I (CH 3 CN)]OTf and [ L 2 Cu I (CH 3 CN)]OTf have distorted trigonal bipyramidal and tetrahedral solid-state structures, respectively. The N-donors display labile behavior in solution, based on variable-temperature 1 H NMR studies. Addition of trimethylamine N-oxide (Me …

Solvent-dependent hypsochromic shift in the imidazole based complex [Cu(µ2-SO4)(Im)4] and ameliorative effects on breast cancer-induced bone metastases associated oxidative injury in rats

A sulfate-bridged complex [Cu(µ2-SO4)(Im)4] (1) was prepared and structurally characterized, where Im: imidazole. The X-ray structure analysis reveals that 1 crystallizes in the monoclinic system with space group C2/c. The octahedral coordination around the metal center is made up of four distinct imine nitrogen atoms in the equatorial plane, and two sulfate oxygen atoms occupying the axial sites. The covalent linkage between metals via the sulfate group, forming infinite 1D zigzag chains, ensures the entanglement of the structure. These chains, in turn, are further assembled into a 2D network through N-H...O hydrogen bonding. Thermal analyses underline the high thermal stability of our com…

Controlling the crystal growth of potassium iodide with a 1,1'-bis(pyridin-4-ylmethyl)-2,2'-biimidazole ligand (L) – formation of a linear [K4I4L4]n polymer with cubic [K4I4] core units

The crystal growth of potassium iodide was controlled by using the neutral organic 1,1′-bis(pyridin-4-ylmethyl)-2,2′-biimidazole (L) ligand as a modifier. The selected modifier allows the preservation of original cubic [K4I4] units and their arrangement into a linear ligand-supported 1D chain. The supported [K4I4] cubes are only slightly distorted compared to the cubes found in pure KI salt. The N–K binding of the ligand to the KI salt, as well as weak I⋯H, N⋯H, and N⋯I interactions, stabilizes the structure to create a unique 1D polymer of neutral potassium iodide ionic salt inside the [K4I4L4]n complex.

High Turnover Catalase Activity of a Mixed‐Valence Mn II Mn III Complex with Terminal Carboxylate Donors

The neutral dimanganese(II,III) complex [Mn-2(BCPMP)-(OAc)(2)] [1; BCPMP3- = 2,6-bis({(carboxymethyl)[(1-pyridyl)-methyl] amino} methyl)-4-methylphenolato] has been synthesized and characterized. The complex contains two terminal carboxylate donors. Complex 1 was found to be an effective catalyst for the disproportionation of H2O2 with high catalytic rate and a turnover number of 7500, the highest turnover reported to date for a catalase mimic. The rates and TON were significantly higher than recorded for a dicationic dimanganese( II,III) counterpart ([Mn-2(BPBP)(OAc)(2)]center dot(ClO4)(2), 2; BPBP- = 2,6-bis{[bis(2-pyridylmethyl)amino]methyl}-4-butylphen-olato), which lacks the terminal c…

Chiral diphosphine derivatives of alkylidyne tricobalt carbonyl clusters – A comparative study of different cobalt carbonyl (pre)catalysts for (asymmetric) intermolecular Pauson–Khand reactions

Reaction of the tricobalt carbyne cluster [Co-3(mu(3)-CH)(CO)(9)] with chiral diphosphines of the Josiphos and Walphos families affords the new clusters [Co-3(mu(3)-CH)(CO)(7)(P-P*)] in good yield (P-P* = J004 (1), J005 (2), J007 (3), W001 (4), W003 (5)). The new alkylidyne tricobalt clusters, and the previously known [Co-3(mu(3)-CH)(CO)(7)(mu-J003)], have been tested as catalysts/catalyst precursors for intermolecular Pauson-Khand cyclization, using norbornene and phenylacetylene as substrate. The diphosphine-substituted tricobalt carbonyl clusters proved to be viable catalysts/catalyst precursors that gave products in moderate to good yields, but the enantiomeric excesses were low. When t…

Carborane-stilbene dyads: influence of substituents and cluster isomers on the photoluminescence properties

Two novel styrene-containing meta-carborane derivatives substituted at the second carbon cluster atom (Cc) with either a methyl (Me), or a phenyl (Ph) group, are introduced herein alongside with a new set of stilbene-containing ortho- (o-) and meta- (m-) carborane dyads. The latter set of compounds has been prepared from styrenecontaining carborane derivatives via Heck coupling reaction. High regioselectivity has been achieved for these compounds by using a combination of palladium complexes [Pd2(dba)3]/[Pd(t-Bu3P)2] as a catalytic system, yielding exclusively E isomers. All compounds have been fully characterized and the crystal structures of seven of them analyzed by X-ray diffraction. Th…

Synthesis, X-ray Structure of Two Hexa-Coordinated Ni(II) Complexes with s-Triazine Hydrazine Schiff Base Ligand

The hydrazine s-triazine ligand (E)-4,4’-(6-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)-1,3,5-triazine-2,4-diyl)dimorpholine (DMPT) was used to synthesize two new Ni(II) complexes via a self-assembly technique. The two complexes were synthesized by a one-pot synthesis strategy and characterized by elemental analysis, FTIR and single-crystal X-ray diffraction analysis to be [Ni(DMPT)(H2O)3](NO3)2.3H2O (1) and [Ni(DMPT)(H2O)3](NO3)2.H2O (2). The structures of both complexes were very similar regarding the coordination sphere and counter anions, but differ only in the number of the crystal water molecules. In the case of complex 1, there are three water molecules instead of one H2O molecu…

Guest Induced Strong Cooperative One- and Two-Step Spin Transitions in Highly Porous Iron(II) Hofmann-Type Metal-Organic Frameworks.

[EN] The synthesis, crystal structure, magnetic, calorimetric, and Mo¿ ssbauer studies of a series of new Hofmann-type spin crossover (SCO) metal¿organic frameworks (MOFs) is reported. The new SCO-MOFs arise from self-assembly of FeII, bis(4-pyridyl)butadiyne (bpb), and [Ag(CN)2] ¿ or [MII(CN)4] 2¿ (MII = Ni, Pd). Interpenetration of four identical 3D networks with ¿-Po topology are obtained for {Fe(bpb)[AgI (CN)2]2} due to the length of the rod-like bismonodentate bpb and [Ag(CN)2] ¿ ligands. The four networks are tightly packed and organized in two subsets orthogonally interpenetrated, while the networks in each subset display parallel interpenetration. This nonporous material undergoes a…

Oxovanadium(V) complexes with tripodal bisphenolate and monophenolate ligands: Syntheses, structures and catalytic activities

Abstract The reactions between [VO(acac)2] (acac– = acetylacetonate) and the tripodal amino bisphenols 6,6′-(((2-morpholinoethyl)azanediyl)bis(methylene))bis(2,4-di-tert-butylphenol) (H2L1) and 6,6′-(((thiophen-2-ylmethyl)azanediyl)bis(methylene))bis(2,4-di-tert-butylphenol) (H2L2) as well as the tetradentate amino phenol 2,2′-((3,5-di-tert-butyl-2-hydroxybenzyl)azanediyl)bis(ethan-1-ol) (H3L3) afford the complexes [VO(L1)(OMe)] (1), [VO(L2)(acac)] (2) and [VO(L3)] (3), correspondingly. Complexes 1 and 3 can also be prepared using VOSO4·xH2O or [VO(OPr)3] as vanadium precursors. When [VO(acac)2] or VOSO4·xH2O is used, mononuclear oxovanadium(V) complexes are formed upon oxidation of the met…

Supramolecular Assembly of Metal Complexes by (Aryl)I⋯dz2[PtII] Halogen Bond

The theoretical data for the half‐lantern complexes [Pt(C^N)(μ‐S^N)] 2 ( 1 – 3 ; С^N is cyclometalated 2‐Ph‐benzothiazole; S^N is 2‐SH‐pyridine 1 , 2‐SH‐benzoxazole 2 , 2‐SH‐tetrafluorobenzothiazole 3 ) indicate that the Pt···Pt orbital interaction leads to an increment of the nucleophilicity of the outer d z 2 ‐orbitals to provide assembly with electrophilic species. 1 – 3 were co‐crystallized with bifunctional halogen bond (XB) donors to give adducts ( 1 – 3 ) 2 ∙(1,4‐diiodotetrafluorobenzene) and infinite polymeric [ 1 ·1,1’‐diiodoperfluorodiphenyl] n . X‐ray crystallography revealed that the supramolecular assembly is achieved via (Aryl)I∙∙∙ d z 2 [Pt II ] XB between iodine σ‐holes and …

Ferrocene-quinoxaline Y-shaped chromophores as fascinating second-order NLO building blocks for long lasting highly active SHG polymeric films

The first example of a Y-shaped ferrocene quinoxaline derivative with a surprisingly high and stable second harmonic generation (SHG) response in composite polymeric films is reported. The interesting quadratic hyperpolarizability values of different substituted Y-shaped chromophores are also investigated in solution by the EFISH technique.

Weak intermolecular interactions promote blue luminescence of protonated 2,2′-dipyridylamine salts

In this work we demonstrate that protonation and π-stacking can be exploited to convert non-luminescent 2,2′-dipyridylamine into blue-emitting derivatives. We have synthesized a series of luminescent 2,2′-dipyridylamine (dpa) salts, i.e., (dpaH)X·nSolv (dpa = 2,2′-dipyridylamine, X = HF2, n = 0.5, Solv = H2O 1; X = Cl, n = 2, Solv = H2O 2; X = Br, n = 2, Solv = H2O 3; X = I n = 1, Solv = H2O 4a; X = I n = 1, Solv = CHCl34b), (dpaH)2[SiF6]·H2O 5 and (dpaH)X (X = I36; SbF67; BF48) and characterized their emission properties, both in the solid-state and in solution. To rationalize our observations and relate the luminescence properties to the structure in the solid state and in solution, we ha…

Coordination Diversity in Mono- and Oligonuclear Copper(II) Complexes of Pyridine-2-Hydroxamic and Pyridine-2,6-Dihydroxamic Acids

Solution and solid state studies on Cu(II) complexes of pyridine-2-hydroxamic acid (HPicHA) and pyridine-2,6-dihydroxamic acid (H2PyDHA) were carried out. The use of methanol/water solvent allowed us to investigate the Cu(II)-HPicHA equilibria under homogeneous conditions between pH 1 and 11. In agreement with ESI-MS indication, the potentiometric data fitted very well with the model usually reported for copper(II) complexes of α-aminohydroxamate complexes ([CuL](+), [Cu5(LH-1)4](2+), [CuL2], [CuL2H-1](-)), however with much higher stability of the 12-MC-4 species. A series of copper(II) complexes has been isolated in the solid state and characterized by a variety of spectroscopic methods, …

Synthesis, Structure and Antimicrobial Activity of New Co(II) Complex with bis-Morpholino/Benzoimidazole-s-Triazine Ligand

A new Co(II) perchlorate complex of the bis-morpholino/benzoimidazole-s-triazine ligand, 4,4′-(6-(1H-benzo[d]imidazol-1-yl)-1,3,5-triazine-2,4-diyl)dimorpholine (BMBIT), was synthesized and characterized. The structure of the new Co(II) complex was approved to be [Co(BMBIT)2(H2O)4](ClO4)2*H2O using single-crystal X-ray diffraction. The Co(II) complex was found crystallized in the monoclinic crystal system and P21/c space group. The unit cell parameters are a = 22.21971(11) Å, b = 8.86743(4) Å, c = 24.38673(12) Å and β = 113.4401(6)°. This heteroleptic complex has distorted octahedral coordination geometry with two monodenatate BMBIT ligand units via the benzoimidazole N-atom and four water …

Crystal structure and Hirshfeld surface analysis of poly[[bis[μ4-N,N′-(1,3,5-oxadiazinane-3,5-diyl)bis(carbamoylmethanoato)]nickel(II)tetrapotassium] 4.8-hydrate]

The complex nickel(II) anion comprises a pseudomacrocyclic hydrazide-based ligand with an L shape. In the crystal, such anions are connected with the potassium cations and the water solvent mol­ecules, forming a three-dimensional polymeric framework, which is stabilized by an extensive system of hydrogen bonds.

New Internal-Charge-Transfer Second-Order Nonlinear Optical Chromophores Based on the Donor Ferrocenylpyrazole Moiety

A series of new N-arylated ferrocenepyrazole structures, carrying different donor or acceptor substituents in the para position of the aryl ring, has been synthesized by the Chan-Lam cross-coupling reaction. The nonplanar geometric molecular structure of some of these chromophores together with their crystal packing was determined by X-ray diffraction, and the HOMO and LUMO energy levels were evaluated by electrochemical and optical measurements and by density functional theoretical (DFT) calculations. By the investigation of solvent effects and time-dependent DFT (TD-DFT) calculations, the intense electronic absorption band around 270-310 nm was confirmed to be an internal-chargetransfer (…

Molecular and supramolecular structures of self-assembled Cu(II) and Co(II) complexes with 4,4’-[6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine-2,4-diyl]dimorpholine ligand

Abstract The molecular and supramolecular structures of [Cu(PTM)Cl2]∗0.75MeOH (1), [Co(PTM)Cl2]; (2A) and [Co(PTM)Cl2(EtOH)]; (2B) complexes, where PTM is 4,4’-[6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine-2,4-diyl]dimorpholine, were presented. In complexes 1 and 2A, the Cu(II) and Co(II) are tetra-coordinated with a distorted tetrahedral coordination environment. In case of complex 2B, an additional ethanol molecule is found coordinated with Co(II) leading to a highly distorted penta-coordinated Co(II) complex. In all cases, the PTM ligand is acting as a bidentate NN-chelate. Hirshfeld surface analysis indicated the importance of H⋯H (49.0–55.1%), Cl⋯H (18.8–20.5%) and O⋯H (8.3–9.9%) co…

A second monoclinic polymorph of 2-(3,5-dimethyl-1H-pyrazol-1-yl)-2-hy-droxy-imino-N'-[1-(pyridin-2-yl)ethyl-idene]acetohydrazide.

The title compound, C14H16N6O2, is a second monoclinic polymorph of 2-[1-(3,5-dimeth­yl)pyrazol­yl]-2-hy­droxy­imino-N′-[1-(2-pyrid­yl)ethyl­idene] acetohydrazide, with two crystallographically independent mol­ecules per asymmetric unit. The non-planar mol­ecules are chemically equal having similar geometric parameters. The previously reported polymorph [Plutenko et al. (2012 ▶). Acta Cryst. E68, o3281] was described in space group Cc (Z = 4). The oxime group and the O atom of the amide group are anti with respect to the C—C bond. In the crystal, mol­ecules are connected by N—H⋯N hydrogen bonds into zigzag chains extending along the b axis.

A Novel Halogen Bond Acceptor : 1-(4-Pyridyl)-4-Thiopyridine (PTP) Zwitterion

Sulfur is a widely used halogen bond (XB) acceptor, but only a limited number of neutral XB acceptors with bifurcated sp3-S sites have been reported. In this work a new bidentate XB acceptor, 1-(4-pyridyl)-4-thiopyridine (PTP), which combines sp3-S and sp2-N acceptor sites, is introduced. Three halogen bonded cocrystals were obtained by using 1,4-diiodobenzene (DIB), 1,4-diiodotetrafluorobenzene (DIFB), and iodopentafluorobenzene (IPFB) as XB donors and PTP as acceptor. The structures of the cocrystals showed some XB selectivity between the S and N donors in PTP. However, the limited contribution of XB to the overall molecular packing in these three cocrystals and the results from DSC measu…

Two complexes of Pt(IV) and Au(III) with 2,2'-dipyridylamine and 2,2'-dipyridylaminide ligands

Two noble metal complexes involving ancillary chloride ligands and chelating 2,2′-bipyridylamine (Hdpa) or its deprotonated derivative (dpa), namely [bis(pyridin-2-yl-κN)amine]tetrachloridoplatinum(IV), [PtCl4(C10H9N3)], and [bis(pyridin-2-yl-κN)aminido]dichloridogold(III), [AuCl2(C10H8N3)], are presented and structurally characterized. The metal atom in the former has a slightly distorted octahedral coordination environment, formed by four chloride ligands and two pyridyl N atoms of Hdpa, while the metal atom in the latter has a slightly distorted square-planar coordination environment, formed by two chloride ligands and two pyridyl N atoms of dpa. The difference in conjugation between the…

Three-Dimensional Printing of Nonlinear Optical Lenses.

In the current paper, a series of nonlinear optical (NLO) active devices was prepared by utilizing stereolithographic three-dimensional printing technique. Microcrystalline NLO active component, urea, or potassium dihydrogen phosphate was dispersed in a simple photopolymerizable polyacrylate-based resin and used as the printing material to fabricate highly efficient transparent NLO lenses. The nonlinear activity of the printed lenses was confirmed by second-harmonic generation measurements using a femtosecond laser-pumped optical parametric amplifier operating at a wavelength of 1195 nm. The three-dimensional printing provides a simple method to utilize a range of NLO active compounds witho…

Design, Construction, and Characterization of a New Regioisomer and Diastereomer Material Based on the Spirooxindole Scaffold Incorporating a Sulphone Function

The 1,3-dipolar cycloaddition reaction is one of the most rapid, and efficient protocols to access, and construct highly divergent heterocycle chiral auxiliaries. Free catalyst synthesis of spirooxindole scaffold incorporating sulphone moiety via one pot&ndash

Acetic Acid Mediated for One-Pot Synthesis of Novel Pyrazolyl s-Triazine Derivatives for the Targeted Therapy of Triple-Negative Breast Tumor Cells (MDA-MB-231) via EGFR/PI3K/AKT/mTOR Signaling Cascades

Here, we described the synthesis of novel pyrazole-s-triazine derivatives via an easy one-pot procedure for the reaction of β-dicarbonyl compounds (ethylacetoacetate, 5,5-dimethyl-1,3-cyclohexadione or 1,3-cyclohexadionone) with N,N-dimethylformamide dimethylacetal, followed by addition of 2-hydrazinyl-4,6-disubstituted-s-triazine either in ethanol-acetic acid or neat acetic acid to afford a novel pyrazole and pyrazole-fused cycloalkanone systems. The synthetic protocol proved to be efficient, with a shorter reaction time and high chemical yield with broad substrates. The new pyrazolyl-s-triazine derivatives were tested against the following cell lines: MCF-7 (breast cancer); MDA-MB-231 (tr…

Metallogel formation in aqueous DMSO by perfluoroalkyl decorated terpyridine ligands.

Terpyridine based ligands 1 and 2, decorated with a C8F17 perfluorinated tag, are able to form stable thermoreversible gels in the presence of several d-block metal chloride salts. The gel systems obtained have been characterized by NMR, X-ray diffraction, electron microscopies and Tgel experiments in order to gain insights into the observed different behaviour of the two similar ligands, also in terms of the effect of additional common anionic species. peerReviewed

Synthesis of Unexpected Dimethyl 2-(4-Chlorophenyl)-2,3-dihydropyrrolo[2,1-a]isoquinoline-1,3-dicarboxylate via Hydrolysis/Cycloaddition/Elimination Cascades: Single Crystal X-ray and Chemical Structure Insights

Hydrolysis/[3 + 2] cycloaddition/elimination cascades employed for the synthesis of unexpected tricyclic compound derived from isoquinoline. Reaction of ethylene derivative 1 with the isoquinoline ester iminium ion 2 in alkaline medium (MeOH/NEt3) under reflux for 1 h resulted in the formation of the fused pyrrolo[2,1-a]isoquinoline derivative 3. Its structure was elucidated by X-ray single crystal and other spectrophotometric tools. Hirshfeld calculations for 3 and its crystal structure analysis revealed the importance of the short O…H (19.1%) contacts and the relatively long H…C (17.1%), Cl…H (10.6%) and C…C (6.1%) interactions in the molecular packing. DFT calculations were used to compu…

Thiophene based imino-pyridyl palladium(II) complexes : Synthesis, molecular structures and Heck coupling reactions

Abstract The new compounds (5-methyl-2-thiophene-2-pyridyl(R))imine [R = methyl (L1); R = ethyl (L2)] and (5-bromo-2-thiophene-2-pyridyl(R)imine [R = methyl (L3); R = ethyl (L4)] were successfully synthesized via Schiff base condensation reaction and obtained in good yields. These potential ligands were reacted with [PdCl2(COD)] and [PdClMe(COD)] to give the corresponding complexes [PdCl2(L)] (L = L1-L4; 1–4) and [PdClMe(L)] (L = L1-L4; 5–8). All compounds were characterized by IR, 1H and 13C NMR spectroscopy, elemental analysis and mass spectrometry. The molecular structures of 1, 2, 6 and 8 were confirmed by X-ray crystallography. The complexes were evaluated as catalyst precursors for st…

Synthesis, X-ray Single-Crystal Analysis, and Anticancer Activity Evaluation of New Alkylsulfanyl-Pyridazino[4,5-b]indole Compounds as Multitarget Inhibitors of EGFR and Its Downstream PI3K-AKT Pathway

The alkylation of 3,5-dihydro-4H-pyridazino[4,5-b]indole-4-thione with benzyl bromide, ethyl chloroacetate, and allyl bromide in the presence of potassium carbonate (K2CO3) yielded new alkylsulfanylpyridazino[4,5-b]indole derivatives (i.e., compounds 4–6). Hydrazinolysis of ester 6 resulted in hydrazide 7. The structure of compound 6 was verified by X-ray single-crystal analysis. Among the synthesized compounds, compound 6 exhibited the most promising cytotoxicity toward MCF-7 cells with an IC50 value of 12 µM. It showed potential inhibition activity toward EGFR, PI3K, and AKT in MCF-7 cells, with 0.26-, 0.49-, and 0.31-fold reductions in concentration compared to an untreated c…

Synthesis, crystal structure, DFT and biological activity of E-pyrene-1-carbaldehyde oxime and E-2-naphthaldehyde oxime

Abstract The aldoximes E-pyrene-1-carbaldehyde oxime 1 and E-2-naphthaldehyde oxime 2 were synthesized, in ca. 90% yield, by treatment of pyrene-1-carbaldehyde or 2-naphthaldehyde, respectively, with hydroxylamine hydrochloride and sodium carbonate in MeOH. Compounds 1 and 2 were characterized by IR, 1H and 13C{1H} NMR spectroscopies, elemental analyses and single crystal X-ray diffraction (in the case of 1). The studied system (compound 1) showed significant amounts of H⋯H (44.4%), C⋯H (25.4%) and C⋯C (13.3%) intermolecular interactions in addition to the short N⋯H (5.9%) and O⋯H (6.2%) intermolecular interactions. These interactions affect the molecular packing of the studied system in th…

Spectroscopic, density functional theory, nonlinear optical properties and in vitro biological studies of Co(II), Ni(II), and Cu(II) complexes of hydrazide Schiff base derivatives

Synthesis, electrochemical and theoretical studies of the Au(i)-Cu(i) heterometallic clusters bearing ferrocenyl groups

Treatment of the polymeric alkynyl compounds (AuC2R)n (R = Fc, C6H4Fc; Fc = ferrocenyl) with the diphosphine PPh2C6H4PPh2 gave complexes (RC2Au)PPh2C6H4PPh2(AuC2R) (1, R = Fc; 2, R = C6H4Fc) with end-capped ferrocenyl groups. The reactions of 1 or 2 with Cu(NCMe)4PF6 result in formation of the heterotrimetallic aggregates [{Au3Cu2(C2R)6}Au3(PPh2C6H4PPh2)3](PF6)2 (3, R = Fc; 4, R = C6H4Fc), which consist of the alkynyl clusters [Au3Cu2(C2R)6]−“wrapped” by the cationic [Au3(PPh2C6H4PPh2)3]3+“belt”. The novel compounds were characterized by NMR spectroscopy and ESI-MS measurements. The solid state structure of 3 is reported. Electrochemical properties of the complexes 1–4 have been studied. Th…

ADC-Based Palladium Catalysts for Aqueous Suzuki Miyaura Cross-Coupling Exhibit Greater Activity than the Most Advantageous Catalytic Systems

The reaction between the equimolar amounts of cis-[PdCl2(CNR1)2] (R1 = cyclohexyl (Cy) (1), tBu (2)) and the carbohydrazides R2CONHNH2 (R2 = Ph (5), 4-ClC6H4 (6), 3-NO2C6H4 (7), 4-NO2C6H4 (8), 4-CH3C6H4 (9), 3,4-(MeO)2C6H3 (10), naphth-1-yl (11), fur-2-yl (12), 4-NO2C6H4CH2 (13), Cy (14), 1-(4-fluorophenyl)-5-oxopyrrolidin-3-yl (15), (pyrrolidin-1-yl)C(O) (16)) proceeds in refluxing CHCl3 for ca. 4 h. A subsequent workup provided the aminocarbene species cis-[PdCl2{C(NHNHC(O)R2)═N(H)R1}(CNR1)] (18–33) in good to excellent (80–95%) isolated yields. The coupling of equimolar amounts of cis-[PdCl2(CNR1)2] (R1 = Cy (1), tBu (2), 2,6-Me2C6H3 (Xyl) (3), 2-Cl-6-MeC6H3 (4)) and PhSO2NHNH2 (17) occu…

Role of C–H···Au and Aurophilic Supramolecular Interactions in Gold–Thione Complexes

The role of noncovalent gold–hydrogen and aurophilic interactions in the formation of extended molecular systems of gold complexes was studied. Three new gold compounds with a heterocyclic thione ligand N-methylbenzothiazole-2-thione (mbtt), namely, [AuCl(mbtt)] (1), [AuBr(mbtt)] (2), and [Au(mbtt)2][AuI2]1–n[I3]n (3), were synthesized and characterized. The halide ligand had a considerable effect on the complex structures and thus to noncovalent contacts. Intermolecular C–H···Au and aurophilic Au···Au contacts were the dominant noncovalent interactions in structures 1–3 determining the supramolecular arrays of the gold complexes. In 1 and 2, unusual intermolecular C–H···Au gold–hydrogen co…

Back Cover Picture: Coupling of Azomethine Ylides with Nitrilium Derivatives ofcloso-Decaborate Clusters: A Synthetic and Theoretical Study (ChemPlusChem 12/2012)

Aqua complex of iron(III) and 5-chloro-3-(2-(4,4-dimethyl-2,6- dioxocyclohexylidene) hydrazinyl)-2-hydroxybenzenesulfonate: Structure and catalytic activity in Henry reaction

Abstract A water-soluble iron(III) complex [Fe(H2O)3(L)]·5H2O (1) was prepared by reaction of iron(III) chloride with 5-chloro-3-(2-(4,4-dimethyl-2,6-dioxocyclohexylidene)hydrazinyl)-2-hydroxy-benzenesulfonic acid (H3L). The complex was characterized by IR, 1H NMR and ESI-MS spectroscopies, elemental and X-ray crystal structural analyses. The coordination environment of the central iron(III) is a distorted octahedron, three sites being occupied by L3− ligand, which chelates in O,N,O fashion, while three other sites are filled with the water molecules. The uncoordinated water molecules are held in the channels of the overall 3D supramolecular structure by the carbonyl and sulfonyl groups of …

Persistence of oxidation state III of gold in thione coordination

Ligands N,N'-tetramethylthiourea and 2-mercapto-1-methyl-imidazole form stable Au(III) complexes [AuCl3(N,N'-tetramethylthiourea)] (1) and [AuCl3(2-mercapto-1-methyl-imidazole)] (2) instead of reducing the Au(III) metal center into Au(I), which would be typical for the attachment of sulfur donors. Compounds 1 and 2 were characterized by spectroscopic methods and by X-ray crystallography. The spectroscopic details were explained by simulation of the UV-Vis spectra via the TD-DFT method. Additionally, computational DFT studies were performed in order to find the reason for the unusual oxidation state in the crystalline materials. The preference for Au(III) can be explained via various weak in…

Crystal structure and Hirshfeld surface analysis of [N(CH3)4][2,2′-Fe(1,7-closo-C2B9H11)2]

This work investigates the meta-ferrabis(dicarbollide) anion that was isolated as salt of tetramethylammonium. The structure of the obtained crystal consisted of discrete [2,2′-Fe(1,7-closo-C2B9H11)2]− anions and disordered [N(CH3)4]+ cations. The anion had a considerable chemical stability ensured by ionic and Van der Waals interactions. Thus, Hirshfeld surfaces and fingerprint plot were used to visualize, explore, and quantify intermolecular interactions in the crystal lattice of the title compound. This investigation proved that close contacts were dominated by H⋯H interactions. peerReviewed

An experimental and theoretical study of a heptacoordinated tungsten(VI) complex of a noninnocent phenylenediamine bis(phenolate) ligand

[W(N2O2)(HN2O2)] (H4N2O2 = N,N′-bis(3,5-di-tert-butyl-2-hydroxyphenyl)-1,2-phenylenediamine) with a noninnocent ligand was formed by reaction of the alkoxide precursor [W(eg)3] (eg = the 1,2-ethanediolate dianion) with two equivalents of ligand. The phenol groups on one of the ligands are completely deprotonated and the ligand coordinates in a tetradentate fashion, whereas the other ligand is tridentate with one phenol having an intact OH group. The molecular structure, magnetic measurements, EPR spectroscopy, and density functional theory calculations indicate that the complex is a stable radical with the odd electron situated on the tridentate amidophenoxide ligand. The formal oxidation s…

PtII versus PdII-assisted [2+3] cycloadditions of nitriles and nitrone. Synthesis of nitrile-derived arylamido platinum(II) and Δ4-1,2,4-oxadiazoline palladium(II) complexes

Abstract The reactions of bis(organonitrile) platinum(II) complexes trans-[PtCl2(N CR)2] (R = C6H4(p-HC O), CH2C6H4(p-CH3)) with pyrroline N-oxide −O+N CHCH2CH2CMe2 afford arylamido platinum(II) complexes trans-[PtCl2{(O CR)N CCH2CH2CMe2NH}2] (R = C6H4(p-HC O) (1), CH2C6H4(p-CH3) (2)). The spectral data of 1 and 2 show that the oxadiazoline rings in both cases have opened by a spontaneous N O bond cleavage to form (Z)-p-formyl-N-(5,5-dimethylpyrrolidin-2-ylidene)benzamide or (Z)-N-(5,5-dimethylpyrrolidin-2-ylidene)-2-p-tolylacetamide ligands, respectively, where the N-atoms of the benzamide or acetamide moieties coordinate to platinum(II) metal centre in trans positions. However, the reacti…

Synthesis, Characterization, and Cytotoxicity of New Spirooxindoles Engrafted Furan Structural Motif as a Potential Anticancer Agent

A new series of spirooxindoles based on ethylene derivatives having furan aryl moiety are reported. The new hybrids were achieved via [3 + 2] cycloaddition reaction as an economic one-step efficient approach. The final constructed spirooxindoles have four contiguous asymmetric carbon centers. The structure of 3a is exclusively confirmed using X-ray single crystal diffraction. The supramolecular structure of 3a is controlled by O···H, H···H, and C···C intermolecular contacts. It includes layered molecules interconnected weak C–H···O (2.675 Å), H···H (2.269 Å), and relatively short Cl···Br interhalogen interactions [3.4500(11)Å]. Using Hirshfeld analysis, the percentages of these intermolecul…

Pyridinium bis(pyridine-κN)tetrakis(thiocyanato-κN)ferrate(III) -pyrazine-2-carbonitrile-pyridine (1/4/1)

In the title compound, (C5H6N)[Fe(NCS)4(C5H5N)2]- 4C5H3N3C5H5N, the FeIII ion is located on an inversion centre and is six-coordinated by four N atoms of the thiocyanate ligands and two pyridine N atoms in a trans arrangement, forming a slightly distorted octahedral geometry. A half-occupied H atom attached to a pyridinium cation forms an N—HN hydrogen bond with a centrosymmetrically-related pyridine unit. Four pyrazine-2-carbonitrile molecules crystallize per complex anion. In the crystal, – stacking interactions are present [centroid–centroid distances = 3.6220 (9), 3.6930 (9), 3.5532 (9), 3.5803 (9) and 3.5458 (8) A˚ ]. peerReviewed

Study of Mechanisms of Light-Induced Dissociation of Ru(dcbpy)(CO)2I2 in Solution down to 20 fs Time Resolution

Mechanisms of the light-induced ligand exchange reaction of (trans-I) Ru(dcbpy)(CO)2I2 (dcbpy = 4,4'-dicarboxylic acid-2,2'-bipyridine) in ethanol have been studied by transient absorption spectroscopy. Ultraviolet 20 fs excitation pulses centered at 325 nm were used to populate a vibrationally hot excited pi bipyridyl state of the reactant that quickly relaxes to a dissociative Ru-I state resulting in the release of one of the carbonyl groups. Quantum yield measurements have indicated that about 40% of the initially exited reactant molecules form the final photoproduct. A 62 fs rise component in the transient absorption (TA) signal was observed at all probe wavelengths in the visible regio…

Ferrocenyl-functionalized tetranuclear gold(I) and gold(I)-copper(I) complexes based on tridentate phosphanes

Tetranuclear AuI–FeII dimetallic and AuI–CuI–FeII trimetallic complexes bearing ferrocenyl (Fc) groups have been assembled by using two triphosphane ligands, namely, (PPh2CH2)2PPh (dpmp) and (PPh2)3CH (tppm). The compositions and structural type of the clusters are dependent on the stereochemistry of the P donor ligands. The complexes [tppmAu3Cu(C2R)3]PF6 [R = Fc (1) and 4-C6H4-Fc (2)] adopt a trigonal pyramidal {Au3Cu} arrangement of the coordinating metal core, whereas for the compounds with the linear triphosphane [Au4(dpmp)2(C2R)2](PF6)2 [R = Fc (3) and 4-C6H4-Fc (4)], a planar rhomboidal {Au4} framework was found. Clusters 1–4 were characterized by NMR spectroscopy and ESI-MS measureme…

A novel synthetic approach to pyran-2,4-dione scaffold production : microwave-assisted dimerization, cyclization, and expeditious regioselective conversion into β-enamino-pyran-2,4-diones

Here, we report a novel, green, simple, low-cost, and rapid methodology for the high-yield production of pyran-2,4-dione scaffolds under microwave irradiation. Regio- and stereoselective conversions of β-diketone systems into β-enaminones were achieved using 18 primary amines and four amino acid esters. Microwave-assisted further cyclization of 3-(β-substitutedvinyl)-6-phenyl-pyran-2,4-dione into 3-benzoyl-4,7-diphenyl-2H,5H-pyrano[4,3-b]pyran-2,5-dione via reaction with ethyl benzoyl acetate. peerReviewed

Nonheme Fe(IV) Oxo Complexes of Two New Pentadentate Ligands and Their Hydrogen-Atom and Oxygen-Atom Transfer Reactions.

Two new pentadentate {N5} donor ligands based on the N4Py (N4Py = N,N-bis(2-pyridylmethyl)-N-bis(2-pyridyl)methylamine) framework have been synthesized, viz. [N-(1-methyl-2-benzimidazolyl)methyl-N-(2-pyridyl)methyl-N-(bis-2-pyridyl methyl)amine] (L1) and [N-bis(1-methyl-2-benzimidazolyl)methyl-N-(bis-2-pyridylmethyl)amine] (L2), where one or two pyridyl arms of N4Py have been replaced by corresponding (N-methyl)benzimidazolyl-containing arms. The complexes [FeII(CH3CN)(L)]2+ (L = L1 (1); L2 (2)) were synthesized, and reaction of these ferrous complexes with iodosylbenzene led to the formation of the ferryl complexes [FeIV(O)(L)]2+ (L = L1 (3); L2 (4)), which were characterized by UV–vis spe…

Fluorine-containing functionalized cyclopentene scaffolds through ring contraction and deoxofluorination of various substituted cyclohexenes

The fluorination of some highly‐functionalized cyclopentene derivatives, obtained from various substituted cyclohexenes through a ring‐opening/ring‐contraction procedure, has been investigated. The transformations were found to be highly substrate dependent, and led to the formation of various functionalized alicyclic compounds or heterocycles containing allyl difluoride or vinyl fluoride moieties. peerReviewed

Anionic halide···alcohol clusters in the solid state.

The cationic (1,3,5-triazapentadiene)Pt(II) complexes [1](Cl)2, [2](Cl)2, [3](Br)2, and [4](Cl)2, were crystallized from ROH-containing systems (R = Me, Et) providing alcohol solvates studied by X-ray diffraction. In the crystal structures of [1-4][(Hal)2(ROH)2] (R = Me, Et), the Hal(-) ion interacts with two or three cations [1-4](2+) by means of two or three or four contacts thus uniting stacked arrays of complexes into the layers. The solvated MeOH or EtOH molecules occupy vacant space, giving contacts with [1-4](2+), and connects to the Hal(-) ion through a hydrogen bridge via the H(1O)O(1S) H atom forming, by means of the Hal(-)···HOR (Hal = Cl, Br) contact, the halide-alcohol cluster.…

A Multi-Component Reaction towards the Development of Highly Modular Hydrogelators

Herein we report a multi‐component reaction approach for the development of a new class of hydrogelators based on the OxoTriphenylHexanOate (OTHO) backbone. A focused library of OTHOs has been synthesized and their hydrogelation features evaluated. The two most potent hydrogelators were studied by rheology revealing different stiffness, appearances and thixotropic behavior of the gels. The new gelators showcase the versatility of the OTHO backbone as a platform for the design of functionalized hydrogels with tunable gel properties. peerReviewed

Prodrugs of sulfacetamide: Synthesis, X-ray structure, Hirshfeld analysis, antibacterial assessment, and docking studies

Abstract New prodrugs of sulfacetamide as azo compounds were synthesized and have been evidenced through elemental and spectral analyses. Their synthesis was carried out by coupling the diazonium salt of sulfacetamide with activated carbanion salt of ethyl acetoacetate at 0 ˚C to afford the hydrazono derivative 3. Other prodrugs as sulfacetamide-pyrazoles, 5a, 5b and 5c were furnished via cyclocondensation of 3 with aryl/heteroaryl hydrazines. X-ray diffraction for single crystal was used to confirm the molecular and supramolecular structures of 3. In addition, DFT studies were performed to analyze the geometric parameters and compute the electronic properties of 3 and 5a-c. Hirshfeld analy…

Dioxomolybdenum(VI) complexes of hydrazone phenolate ligands - syntheses and activities in catalytic oxidation reactions

Abstract The new cis-dioxomolybdenum (VI) complexes [MoO2(L2)(H2O)] (2) and [MoO2(L3)(H2O)] (3) containing the tridentate hydrazone-based ligands (H2L2 = N'-(3,5-di-tert-butyl-2-hydroxybenzylidene)-4-methylbenzohydrazide and H2L3 = N'-(2-hydroxybenzylidene)-2-(hydroxyimino)propanehydrazide) have been synthesized and characterized via IR, 1H and 13C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction analysis. The catalytic activities of complexes 2 and 3, and the analogous known complex [MoO2(L1)(H2O)] (1) (H2L1 = N'-(2-hydroxybenzylidene)-4-methylbenzohydrazide) have been evaluated for various oxidation reactions, viz. oxygen atom transfer from dimethyl sulfoxide to t…

Sky-Blue Luminescent Au(I)-Ag(I) Alkynyl-Phosphine Clusters

Treatment of the (AuC2R)n acetylides with phosphine ligand 1,4-bis(diphenylphosphino)butane (PbuP) and Ag(+) ions results in self-assembly of the heterobimetallic clusters of three structural types depending on the nature of the alkynyl group. The hexadecanuclear complex [Au12Ag4(C2R)12(PbuP)6](4+) (1) is formed for R = Ph, and the octanuclear species [Au6Ag2(C2R)6(PbuP)3](2+) adopting two structural arrangements in the solid state were found for the aliphatic alkynes (R = Bu(t) (2), 2-propanolyl (3), 1-cyclohexanolyl (4), diphenylmethanolyl (5), 2-borneolyl (6)). The structures of the compounds 1-4 and 6 were determined by single crystal X-ray diffraction analysis. The NMR spectroscopic st…

Stereocontrolled synthesis of fluorine-containing piperidine γ-amino acid derivatives

An efficient synthetic approach for the construction of fluorine‐containing piperidine γ‐amino acid derivatives has been developed. The synthetic concept was based on oxidative ring opening of an unsaturated bicyclic γ‐lactam (Vince‐lactam) through its ring C=C bond, followed by double reductive amination of the diformyl intermediate performed with various fluoroalkylamines. The method has been extended towards the access of alkylated and perfluoroalkylated substances and for γ‐lactam derivatives. The transformations proceeded with stereocontrol: the configuration of the stereocenters in the products were predetermined by the configuration of the chiral centers of the starting γ‐lactam. The…

Syntheses and Structures of a Series of Acyclic Diaminocarbene Palladium(II) Complexes Derived from 3,4-Diaryl-1H-pyrrol-2,5-diimines and Bisisocyanide Palladium(II) Complexes

Reactions of 3,4-diaryl-1H-pyrrol-2,5-diimines with various bisisocyanide palladium(II) complexes were studied. The coupling proceeds with one isocyanide ligand to accomplish the acyclic diaminocarbene complexes. The structure of generated diaminocarbene complexes depends on bulkiness of isocyanide ligand in the bisisocyanide complexes of palladium(II). The imino-group of 3,4-diaryl-1H-pyrrol-2,5-diimine reacts with one isocyanide ligand of cis-[PdCl2(CN–R)2] (R = i-Pr, Cy, t-Bu, Bn), and the nitrogen atom of the pyrrole ring is coordinated to the palladium center as the second isocyanide ligand remains intact. In the case of cis-[PdCl2(CN–R)2] (R = 2-acyloxyphenyl, 2-sulfonyloxyphenyl), on…

Triple associates based on (oxime)Pt(II) species, 18-crown-6, and water: Synthesis, structural characterization, and DFT study

Abstract The associates 2(cis-[PtCl2(acetoxime)2])⋅18-crown-6⋅2H2O (1), 2(cis-[PtBr2(acetoxime)2])⋅18-crown-6⋅2H2O (2), and trans-[PtCl2(acetaldoxime)2]⋅(18-crown-6)⋅2H2O (3) were synthesized by co-crystallization of free corresponding platinum species and 18-crown-6 from wet solvents and characterized by 1H NMR and IR spectroscopies, high-resolution mass-spectrometry (ESI), TG/DTA, and X-ray crystallography. The (oxime)Pt(II) species are assembled with 18-crown-6 and water by hydrogen bonding between the hydroxylic hydrogen atoms of the oxime ligands and the oxygen atom of water and between the hydrogen atoms of water and the oxygen atoms of 18-crown-6. In 2(cis-[PtX2(acetoxime)2])⋅18-crow…

Synthesis and Solid-State X-ray Structure of the Mononuclear Palladium(II) Complex Based on 1,2,3-Triazole Ligand

Herein, we described the synthesis and X-ray crystal structure of the new [Pd(3)2Cl2] complex with 1,2,3-triazole-based ligand (3). In the unit cell, there are two [Pd(3)2Cl2] molecules, and the asymmetric unit comprised half of this formula due to the presence of an inversion symmetry element at the Pd(II) center. The monoclinic unit cell volume is 1327.85(6) Å3, with crystal parameters of a = 10.7712(2) Å, b = 6.8500(2) Å, and c = 18.2136(6) Å, while β = 98.851(2)°. The structure comprised two trans triazole ligand units coordinated to the Pd(II) ion via one of the N-atoms of the triazole moiety. In addition, the Pd(II) is further coordinated with two tran…

Crystal and molecular structure studies of (Z)-N-methyl-C-4-substituted phenyl nitrones by XRD, DFT, FTIR and NMR methods

Abstract (Z)-N-methyl-C-4-substituted phenyl nitrones –O+N(Me)=C(H)R (Z-2a R = 4-ClC6H4, Z-2b R = 4-NO2C6H4, Z-2c R = 4-CH3OC6H4) were synthesized and characterized by elemental analyses, FTIR, 1H, 13C and DEPT-135 NMR spectroscopy and also by single crystal X-ray diffraction (in the case of Z-2a and Z-2b). The geometries of the nitrone molecules Z-2a, Z-2b and Z-2c and their E-isomers; (E)-N-methyl-C-4-chlorophenyl nitrone E-2a, (E)-N-methyl-C-4-nitrophenyl nitrone E-2b and (E)-N-methyl-C-4-methoxyphenyl nitrone E-2c were optimized using density functional theory (DFT) at the B3LYP/6-311++G(d,p) level of theory. The theoretical vibrational frequencies obtained by DFT calculations are in go…

Considering lithium-ion battery 3D-printing via thermoplastic material extrusion and polymer powder bed fusion

Abstract In this paper, the ability to 3D print lithium-ion batteries through Pmnbspace thermoplastic material extrusion and polymer powder bed fusion is considered. Focused on the formulation of positive electrodes composed of polypropylene, LiFePO4 as active material, and conductive additives, advantages and drawbacks of both additive manufacturing technologies, are thoroughly discussed from the electrochemical, electrical, morphological and mechanical perspectives. Based on these preliminary results, strategies to further optimize the electrochemical performances are proposed. Through a comprehensive modeling study, the enhanced electrochemical suitability at high current densities of va…

Asymmetric hydrogenation of an α-unsaturated carboxylic acid catalyzed by intact chiral transition metal carbonyl clusters – diastereomeric control of enantioselectivity

Twenty clusters of the general formula [(μ-H)2Ru3(μ3-S)(CO)7(μ-P–P*)] (P–P* = chiral diphosphine of the ferrocene-based Walphos or Josiphos families) have been synthesised and characterised. The clusters have been tested as catalysts for asymmetric hydrogenation of tiglic acid [trans-2-methyl-2-butenoic acid]. The observed enantioselectivities and conversion rates strongly support catalysis by intact Ru3 clusters. A catalytic mechanism involving an active Ru3 catalyst generated by CO loss from [(μ-H)2Ru3(μ3-S)(CO)7(μ-P–P*)] has been investigated by DFT calculations. peerReviewed

Modification of the supramolecular structure of [(thione)IY] (Y = Cl, Br) systems by cooperation of strong halogen bonds and hydrogen bonds

Four interhalogen complexes of heterocyclic thione ligands N-methylbenzothiazole-2-thione (mbtt) and 2(3)H-benzothiazole-thione (btt) with strong and tunable S⋯I halogen bonds were synthesized and characterized by X-ray single crystal diffraction. The study of the strength and nature of the interactions was supported by computational analysis using the Quantum Theory of Atoms in Molecules (QTAIM). Halogen bond and hydrogen bond directed self-assemblies of thione compounds were efficiently modified by the changes in the halogen bond donor and acceptor structures. In structures [(mbtt)ICl] (1) and [(mbtt)IBr] (2) the interplay of halogen bonds and hydrogen bonds between the thione hydrogens a…

Bridgehead isomer effects in bis(phosphido)-bridged diiron hexacarbonyl proton reduction electrocatalysts

The influence of the substitution, orientation and structure of the phosphido bridges in [Fe2(CO)6(μ-PR2)2] electrocatalysts of proton reduction has been studied. The isomers e,a-[Fe2(CO)6{μ-P(Ar)H}2] (1a(Ar): Ar = Ph, 2′-methoxy-1,1′-binaphthyl (bn′)), e,e-[Fe2(CO)6{μ-P(Ar)H}2] (1b(Ar): Ar = Ph, bn′) were isolated from reactions of iron pentacarbonyl and the corresponding primary phosphine, syntheses that also afforded the phosphinidene-capped tri-iron clusters, [Fe3(CO)9(μ-CO)(μ3-Pbn′)] (2) and [Fe3(CO)9(μ3-PAr)2] (3(Ar), Ar = Ph, bn′). A ferrocenyl (Fc)-substituted dimer [Fe2(CO)6{μ:μ′-1,2-(P(CH2Fc)CH2)2C6H4}] (4), in which the two phosphido bridges are linked by an o-xylyl group, was al…

Gold Nanoparticles on 3D-Printed Filters : From Waste to Catalysts

Three-dimensionally printed solid but highly porous polyamide-12 (PA12) plate-like filters were used as selective adsorbents for capturing tetrachloroaurate from acidic solutions and leachates to prepare PA12–Au composite catalysts. The polyamide-adsorbed tetrachloroaurate can be readily reduced to gold nanoparticles by using sodium borohydride, ascorbic acid, hydrogen peroxide, UV light, or by heating. All reduction methods led to polyamide-anchored nanoparticles with an even size distribution and high dispersion. The particle sizes were somewhat dependent on the reduction method, but the average diameters were typically about 20 nm. Particle sizes were determined by using a combination of…

An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds

The substrate-dependent fluorination of some highly-functionalized cyclopentane derivatives with multiple chiral centers has been investigated. The key steps of the stereocontrolled syntheses are the oxidative cleavage of the ring carbon–carbon double bond of readily available diexo or diendo norbornene β-amino acid derivatives followed by transformation of the resulted dialdehyde stereoisomers by reduction. Finally, substrate-directable chemodifferentiation of different types of hydroxy groups under fluorination procedures gave various densely functionalized alicyclic derivatives or heterocycles.

Cu(ii)-thiophene-2,5-bis(amino-alcohol) mediated asymmetric Aldol reaction and Domino Knoevenagel Michael cyclization : a new highly efficient Lewis acid catalyst

The highly efficient Lewis acid-catalytic system Cu(II)-thiophene-2,5-bis(amino-alcohol) has been developed for enantioselective Aldol reaction of isatin derivatives with ketones. The new catalytic system also proved to be highly enantioselective for the one pot three-component Domino Knoevenagel Michael cyclization reaction of substituted isatin with malononitrile and ethylacetoacetate. The chiral ligand (2S,2′S)-2,2′-((thiophene-2,5-diylbis(methylene))bis(azanediyl))bis(3-phenylpropan-1-ol) (L1) in combination with Cu(OAc)2·H2O employed as a new Lewis acid catalyst, furnished 3-substituted-3-hydroxyindolin-2-ones derivatives (3a–s) in good to excellent yields (81–99%) with high enantiosel…

Dioxomolybdenum(VI) complexes of hydrazone phenolate ligands -syntheses and activities in catalytic oxidation reactions

The new cis-dioxomolybdenum(VI) complexes [MoO2(L2)(H2O)] (2) and [MoO2(L3) (H2O)] (3) containing the tridentate hydrazone-based ligands (H2L2 = N'-(3,5-di-tert-butyl-2-hydroxybenzylidene)-4-methylbenzohydrazide and H2L3 = N'-(2-hydroxybenzylidene)-2-(hydroxyimino)propanehydrazide) have been synthesised and characterized via IR, 1H and 13C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction analysis. The catalytic activities of complexes 2 and 3, and the analogous known complex [MoO2(L1)(H2O)] (1) (H2L1 = N'-(2-hydroxybenzylidene)-4-methylbenzohydrazide) have been evaluated for various oxidation reactions, viz. oxygen atom transfer from dimethyl sulfoxide to triphenylp…

Synthesis and characterization of chiral phosphirane derivatives of [(μ-H)4Ru4(CO)12] and their application in the hydrogenation of an α,β-unsaturated carboxylic acid

Abstract Ruthenium clusters containing the chiral binaphthyl-derived mono-phosphiranes [(S)-([1,1′-binaphthalen]-2-yl)phosphirane] (S)-1a, [(R)-(2′-methoxy-1,1′-binaphthyl-2-yl)phosphirane] (R)-1b, and the diphosphirane [2,2′-di(phosphiran-1-yl)-1,1′-binaphthalene] (S)-1c have been synthesized and characterized. The clusters are [(μ-H)4Ru4(CO)11((S)-1a)] (S)-2, [(μ-H)4Ru4(CO)11((R)-1b)] (R)-3, 1,1-[(μ-H)4Ru4(CO)10((S)-1c)] (S)-4, [(μ-H)4Ru4(CO)11((S)-binaphthyl-P(s)(H)Et)] (S,Sp)-5, [(μ-H)4Ru4(CO)11((S)-binaphthyl-P(R)(H)Et)] (S,Rp)-6, [(μ-H)4Ru4(CO)11((R)-binaphthyl-P(s)(H)Et)] (R,Sp)-7, [(μ-H)4Ru4(CO)11((R)-binaphthyl-P(R)(H)Et)] (R,Rp)-8 and the phosphinidene-capped triruthenium cluster …

Phosphorescent Pt II Systems Featuring Both 2,2′‐Dipyridylamine and 1,3,5‐Triazapentadiene Ligands

The treatment of cis-[Pt(dpa)(RCN)2][SO3CF3]2 {dpa = 2,2′-dipyridylamine, R = Me, Et, CH2Ph, Ph; [2a–d](OTf)2} (OTf = SO3CF3) with 2 equiv. of N,N′-diphenylguanidine [NH=C(NHPh)2] in CH2Cl2 solutions at room temp. for 16 h gives [Pt(dpa){NH=C(R)NC(NHPh)=NPh}][SO3CF3] {[3a,b,d](OTf)} as the addition products and [Pt(dpa){NH=C(R)NHC(R)=NH}][SO3CF3]2 {[4a,b](OTf)2} as the tailoring products. The formulation of complexes [3a,b,d](OTf) and [4a,b](OTf)2 was supported by satisfactory C, H, and N elemental analyses and agreeable high-resolution ESI-MS, IR, and 1H (including 1H–1H COSY experiments) and 13C{1H} NMR data. The structures of all of the platinum species were determined by single-crystal …

Toward luminescence vapochromism of tetranuclear AuI-Cu I clusters

A family of triphosphine gold–copper clusters bearing aliphatic and hydroxyaliphatic alkynyl ligands of general formula [HC(PPh2)3Au3Cu(C2R)3]+ (R = cyclohexyl (1), cyclopentyl (2), But (3), cyclohexanolyl (4), cyclopentanolyl (5), 2,6-dimethylheptanolyl (6), 2-methylbutanolyl (7), diphenylmethanolyl (8)) was synthesized via a self-assembly protocol, which involves treatment of the (AuC2R)n acetylides with the (PPh2)3CH ligand in the presence of Cu+ ions and NEt3. Addition of Cl– or Br– anions to complex 8 results in coordination of the halides to the copper atoms to give neutral HC(PPh2)3Au3CuHal(C2COHPh2)3 derivatives (Hal = Cl (9), Br (10)). The title compounds were characterized by NMR …

Solid-state luminescence of Au-Cu-alkynyl complexes induced by metallophilicity-driven aggregation.

A new series of homoleptic alkynyl complexes, [{Au2Cu2(C2R)4}n] (R=C3H7O (1), C6H11O (2), C9H19O (3), C13H11O (4)), were obtained from Au(SC4H8)Cl, Cu(NCMe)4PF6, and the corresponding alkyne in the presence of a base (NEt3). Complexes 1-4 aggregate upon crystallization into polymeric chains through extensive metallophilic interactions. The cluster that contains fluorenolyl functionalities, C13H9O (5), crystallizes in its molecular form as a disolvate, [Au2Cu2(C2C13H9O)4]·2THF. The substitution of weakly bound THF molecules with pyridine molecules leads to the complex [Au2Cu2(C2C13H9O)4]·2py (6), thus giving two polymorphs in the solid state. Such structural diversity is established through …

Intramolecular Hydrogen Bond, Hirshfeld Analysis, AIM; DFT Studies of Pyran-2,4-dione Derivatives

Intra and intermolecular interactions found in the developed crystals of the synthesized py-ron-2,4-dione derivatives play crucial rules in the molecular conformations and crystal stabili-ties, respectively. In this regard, Hirshfeld calculations were used to quantitatively analyze the different intermolecular interactions in the crystal structures of some functionalized py-ran-2,4-dione derivatives. The X-ray structure of pyran-2,4-dione derivative namely (3E,3′E)-3,3′-((ethane-1,2-diylbis(azanediyl))bis(phenylmethanylylidene))bis(6-phenyl-2H-pyran-2,4(3H)-dione) was determined. It crystallized in the monoclinic crystal system and C2/c space group with unit cell parameters: a = 14.0869(4) …

C,N-chelated diaminocarbene platinum(II) complexes derived from 3,4-diaryl-1H-pyrrol-2,5-diimines and cis-dichlorobis(isonitrile)platinum(II): Synthesis, cytotoxicity, and catalytic activity in hydrosilylation reactions

The reaction of 3,4-diaryl-1H-pyrrol-2,5-diimines with cis-dichlorobis(isonitrile)platinum(II) affords the C,N-chelated diaminocarbene platinum(II) complexes, which have been fully characterized including molecular spectroscopy, single crystal X-ray diffraction and DFT calculations. The obtained platinum(II) complexes are effective catalysts for the hydrosilylation of alkynes and alkenes. Thus, the reaction of phenylacetylene with triethoxysilane leads to the formation of α- and β-(E)-vinylsilanes, generating TON's in the range of 103 to 104 and TOF's in the range of 102 to 103 h−1. Also, the cross-linked silicones, possessing the luminescence properties, were obtained by the hydrosilylatio…

Construction of Coordination Polymers from Semirigid Ditopic 2,2′-Biimidazole Derivatives: Synthesis, Crystal Structures, and Characterization

Eight coordination polymers (CPs), {[Ag(L1)]ClO4}n (1), {[Ag(L2)1.5]ClO4·C2H3N}n (2a), {[Ag(L2)]ClO4}n (2b), [Zn(L1)Cl2]n (3), {[Zn(L2)Cl2]·CHCl3}n (4), {[Cu(L1)2Cl]Cl·H2O}n (5), [Cu2(L2)(μ-Cl)2]n (6), and [Cu4(L2)(μ-Cl)4]n (7) were synthesized via self-assembly of corresponding metal ions and biimidazole based ditopic ligands, 1,1′-bis(pyridin-3-ylmethyl)-2,2′-biimidazole L1 and 1,1′-bis(pyridin-4-ylmethyl)-2,2′-biimidazole L2. These ligands possess conformational flexibility and two pairs of coordination sites: pyridine nitrogen (NPy) atoms and imidazole nitrogen (NIm) atoms. Depending on the metal center in CPs, the biimidazole compounds act as tetra- (1, 7), tri- (2a), or bidentate (2a,…

X-ray Crystal Structure and Hirshfeld Analysis of Gem-Aminals-Based Morpholine, Pyrrolidine, and Piperidine Moieties

The gem-aminals of 1,2-dimorpholinoethane (1) and 1-morpholino-3-morpholinium bromide propane (2) were synthesized by reaction of two molar ratio of morpholine with the halogenating agents in the presence of basic condition (K2CO3) in acetone at room temperature (RT) overnight. The structures of the centro-symmetric compound 1 and the morpholinium salt derivative 2 were assigned unambiguous by single crystal X-ray diffraction analysis and compared with the 1,2-di(pyrrolidin-1-yl)ethane 3 and 1,2-di(piperidin-1-yl)ethane 4. The 1,2-dimorpholinoethane molecule has a center of symmetry at the midpoint of the C-C bond of the ethyl moiety leading to two equivalent halves. It crystallized in mono…

2-(3,5-Dimethyl-1H-pyrazol-1-yl)-2-hydroxyimino-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide

In the title compound, C14H16N6O2, the dihedral angles formed by the mean plane of the acetohydrazide group [maximum deviation 0.0629 (12) Å] with the pyrazole and pyridine rings are 81.62 (6) and 38.38 (4)° respectively. In the crystal, molecules are connected by N—H...O and O—H...N hydrogen bonds into supramolecular chains extending parallel to the c-axis direction.

Fluorination of some highly functionalized cycloalkanes: chemoselectivity and substrate dependence.

A study exploring the chemical behavior of some dihydroxylated β-amino ester stereo- and regioisomers, derived from unsaturated cyclic β-amino acids is described. The nucleophilic fluorinations involving hydroxy–fluorine exchange of some highly functionalized alicyclic diol derivatives have been carried out in view of selective fluorination, investigating substrate dependence, neighboring group assistance and chemodifferentiation.

Benzothiazolethione complexes of coinage metals: from mononuclear complexes to clusters and polymers

Abstract The reactions of 2(3H)-benzothiazolethione (Hbtt) with [AuCl(tetrahydrothiophene)] and CuBr2 were studied, and found to yield a tetranuclear cluster compound [Au(btt)]4 [1] and a polymeric structure [CuBr(btt-btt)]n.nTHF (2). Crystallographic and spectroscopic methods were used for the characterization. In 1, the monoanionic ligand acted as a bidentate bridging N,S-donor giving a molecular cluster structure of an asymmetric coordination isomer. In the formation of 2, the ligand was dimerized by forming a S–S bond after deprotonation, and coordination via nitrogen donors to metal atoms took place leading to a polymeric structure. To clarify the diversity of reactions of Hbtt with co…

Studies of Nature of Uncommon Bifurcated I–I···(I–M) Metal-Involving Noncovalent Interaction in Palladium(II) and Platinum(II) Isocyanide Cocrystals

Two isostructural trans-[MI2(CNXyl)2]·I2 (M = Pd or Pt; CNXyl = 2,6-dimethylphenyl isocyanide) metallopolymeric cocrystals containing uncommon bifurcated iodine···(metal–iodide) contact were obtained. In addition to classical halogen bonding, single-crystal X-ray diffraction analysis revealed a rare type of metal-involved stabilizing contact in both cocrystals. The nature of the noncovalent contact was studied computationally (via DFT, electrostatic surface potential, electron localization function, quantum theory of atoms in molecules, and noncovalent interactions plot methods). Studies confirmed that the I···I halogen bond is the strongest noncovalent interaction in the systems, followed …

Novel ruthenium methylcyclopentadienyl complex bearing a bipyridine perfluorinated ligand shows strong activity towards colorectal cancer cells

Three new compounds have been synthesized and completely characterized by analytical and spectroscopic techniques. The new bipyridine-perfluorinated ligand L1 and the new organometallic complex [Ru(η 5 -MeCp)(PPh 3 ) 2 Cl] (Ru1) crystalize in the centrosymmetric triclinic space group P1¯. Analysis of the phenotypic effects induced by both organometallic complexes Ru1 and [Ru(η 5 -MeCp)(PPh 3 )(L1)][CF 3 SO 3 ] (Ru2), on human colorectal cancer cells (SW480 and RKO) survival, showed that Ru2 has a potent anti-proliferative activity, 4–6 times higher than cisplatin, and induce apoptosis in these cells. Data obtained in a noncancerous cell line derived from normal colon epithelial cells (NCM46…

Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers

The synthesis of two enantiomeric pairs of pyrimidoisoindoles 9a, 9b and 10a, 10b is reported. During a domino ring-closure reaction, followed by cycloreversion, the chirality of diendo-(−)-(1R,2S,3R,4S)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide [(−)-1] was successfully transfered to heterocycles (+)-9a, (+)-10a, (−)-9b, (−)-10b and (−)-10c. peerReviewed

Synthesis of novel fluorinated building blocks via halofluorination and related reactions.

A study exploring halofluorination and fluoroselenation of some cyclic olefins, such as diesters, imides, and lactams with varied functionalization patterns and different structural architectures is described. The synthetic methodologies were based on electrophilic activation through halonium ions of the ring olefin bonds, followed by nucleophilic fluorination with Deoxo-Fluor®. The fluorine-containing products thus obtained were subjected to elimination reactions, yielding various fluorine-containing small-molecular entities.

Pyridinium bis(pyridine-κN)tetrakis(thiocyanato-κN)ferrate(III)

In the title compound, (C5H6N)[Fe(NCS)4(C5H5N)2], the Fe(III) ion is coordinated by four thio-cyanate N atoms and two pyridine N atoms in a trans arrangement, forming an FeN6 polyhedron with a slightly distorted octa-hedral geometry. Charge balance is achieved by one pyridinium cation bound to the complex anion via N-H⋯S hydrogen bonding. The asymmetric unit consists of one Fe(III) cation, four thio-cyanate anions, two coordinated pyridine mol-ecules and one pyridinium cation. The structure exhibits π-π inter-actions between pyridine rings [centroid-centroid distances = 3.7267 (2), 3.7811 (2) and 3.8924 (2) Å]. The N atom and a neighboring C atom of the pyridinium cation are statistically d…

Bis(3,5-dimethyl-1H-pyrazolyl)selenide--a new bidentate bent connector for preparation of 1D and 2D co-ordination polymers.

The synthesis and description of eight polymeric complexes formed by transition metals with the bifurcated ligand bis(3,5-dimethyl-1H-pyrazolyl)selenide are discussed together with X-ray crystal analysis as well as variable temperature magnetic susceptibility and characterization by Mossbauer spectroscopy. Preferable types of binding patterns of the ligand were determined, which include a variation of the bridging modes (cis- and trans-) and of the separation length, where the latter parameter together with bending of the ligand molecule were found to be dependent on the type of co-ordination geometry of the central atom and the nature of the anion. A strategy for increasing the structure d…

Metallophilic interactions in polymeric group 11 thiols

Three polymeric group 11 transition metal polymers featuring metallophilic interactions were obtained directly via self-assembly of metal ions and 4-pyridinethiol ligands. In the cationic [Cu2(S-pyH)4]n2+ with [ZnCl4]n2− counterion (1) and in the neutral [Ag(S-py) (S-pyH)]n (2) 4-pyridinethiol (S-pyH) and its deprotonated form (S-py) are coordinated through the sulfur atom. Both ligands are acting as bridging ligands linking the metal centers together. In the solid state, the gold(I) polymer [Au(S-pyH)2]Cl (3) consists of the repeating cationic [Au(S-pyH)2]+ units held together by aurophilic interactions. Compound 1 is a zig-zag chain, whereas the metal chains in the structures of 2 and 3 a…

Halonium ions as halogen bond donors in the solid state [xl2]y complexes

The utilization of halogen bonding interactions is one of the most rapidly developing areas of supramolecular chemistry. While the other weak non-covalent interactions and their influence on the structure and chemistry of various molecules, complexes, and materials have been investigated extensively, the understanding, utilizations, and true nature of halogen bonding are still relatively unexplored. Thus its final impact in chemistry in general and in materials science has not yet been fully established. Because of the polarized nature of a Z–X bond (Z=electron-withdrawing atom or moiety and X=halogen atom), such a moiety can act as halogen bond donor when the halogen is polarized enough by…

Ruthenium(II) carbonyl compounds with the 4′-chloro-2,2′:6′,2′′-terpyridine ligand

The RuII atoms in the crystal structures of two new potential catalyst precursors, [Ru(Tpy-Cl)(CO)2Cl][Ru(CO)3Cl3] and [Ru(Tpy-Cl)(CO)2Cl2] (Tpy-Cl = 4′-chloro 2,2′:6′,2′′-terpyridine-κ3 N), exhibit distorted octa­hedral coordination spheres.

X-ray Single Crystal Structure, Tautomerism Aspect, DFT, NBO, and Hirshfeld Surface Analysis of a New Schiff Bases Based on 4-Amino-5-Indol-2-yl-1,2,4-Triazole-3-Thione Hybrid

Four different new Schiff basses tethered indolyl-triazole-3-thione hybrid were designed and synthesized. X-ray single crystal structure, tautomerism, DFT, NBO and Hirshfeld analysis were explored. X-ray crystallographic investigations with the aid of Hirshfeld calculations were used to analyze the molecular packing of the studied systems. The H···H, H···C, S···H, Br···C, O···H, C···C and N···H interactions are the most important in the molecular packing of 3. In case of 4, the S···H, N···H, S···C and C···C contacts are the most significant. The results obtained from the DFT calculations indicated that the thione tautomer is energetically lower than the thiol one by 13.9545 and 13.7464 kcal…

Bis(hy­droxy­ammonium) hexa­chlorido­platinate(IV)–18-crown-6 (1/2)

In the title complex, (NH3OH)2[PtCl6]·2C12H24O6, the PtIV atom is coordinated by six chloride anions in a slightly distorted octahedral geometry. The Pt—Cl bond lengths are comparable to those reported for other hexachloridoplatinate(IV) species. The hydroxyammonium groups act as linkers between the [PtCl6]2− anion and the crown ether molecules. The anion is linked to two hydroxyammonium cations via O—H...Cl hydrogen bonds and each hydroxyammonium moiety is linked to a crown ether molecule by hydrogen bonds between ammonium H atoms and 18-crown-6 O atoms. The crown ether molecules have the classic crown shape in which all O atoms are located in the inner part of the crown ether ring and all…

Back Cover: Chemoselective, Substrate-directed Fluorination of Functionalized Cyclopentane β-Amino Acids (Chem. Asian J. 23/2016)

Non-conventional synthesis and photophysical studies of platinum(ii) complexes with methylene bridged 2,2′-dipyridylamine derivatives

Methylene bridged 2,2′-dipyridylamine (dpa) derivatives and their metal complexes possess outstanding properties due to their inherent structural flexibility. Synthesis of such complexes typically involves derivatization of dpa followed by coordination on metals, and may not always be very efficient. In this work, an alternative synthetic approach, involving the derivatization step after – rather than prior to – coordination of dpa on metal center, is proposed and applied to synthesis of a number of platinum(II) complexes with substituted benzyldi(2-pyridyl)amines. Comparison with the more conventional synthetic route reveals greater efficiency and versatility of the proposed approach. The …

Electrochemical properties of graphite/nylon electrodes additively manufactured by laser powder bed fusion

Nowadays, additive manufacturing, known as 3D printing, is vigorously employed at various enterprises due to the ability of industrial series production and customization in conjunction with geometry freedom. While, material design and fabrication of composite materials, meeting the desired architecture and properties, is another promising application of additive manufacturing. For instance, additive manufacturing of the material exhibiting electrochemical properties is beneficial for the development of freestanding electrodes that might be used in electrochemical energy storage systems. Herein, the graphite/nylon composite with a high carbon ratio of 30 wt% was produced by laser powder bed…

Halogen Bonding Involving Palladium(II) as an XB Acceptor

The half-lantern PdII2 complexes trans-(O,C)-[Pd(ppz)(μ-O∩N)]2 (1) and trans-(E,N)-[Pd(ppz)(μ-E∩N)]2 (E∩N is a deprotonated 2-substituted pyridine; E = S (2), Se (3); Hppz = 1-phenylpyrazole) were ...

Selective recovery of gold from electronic waste using 3D-printed scavenger

Around 10% of the worldwide annual production of gold is used for manufacturing of electronic devices. According to the European Commission, waste electric and electronic equipment is the fastest growing waste stream in the European Union. This has generated the need for an effective method to recover gold from electronic waste. Here, we report a simple, effective, and highly selective nylon-12-based three-dimensional (3D)-printed scavenger objects for gold recovery directly from an aqua regia extract of a printed circuit board waste. Using the easy to handle and reusable 3D-printed meshes or columns, gold can be selectively captured both in a batch and continuous flow processes by dipping …

Infinite coordination polymer networks metallogelation of aminopyridine conjugates and in situ silver nanoparticle formation

Herein we report silver(i) directed infinite coordination polymer network (ICPN) induced self-assembly of low molecular weight organic ligands leading to metallogelation. Structurally simple ligands are derived from 3-aminopyridine and 4-aminopyridine conjugates which are composed of either pyridine or 2,2'-bipyridine cores. The cation specific gelation was found to be independent of the counter anion, leading to highly entangled fibrillar networks facilitating the immobilization of solvent molecules. Rheological studies revealed that the elastic storage modulus (G') of a given gelator molecule is counter anion dependent. The metallogels derived from ligands containing a bipyridine core dis…

Supramolecular Structure and Antimicrobial Activity of Ni(II) Complexes with s-Triazine/Hydrazine Type Ligand

The two complexes, [Ni(DPPT)2](NO3)2*1.5H2O (1) and [Ni(DPPT)(NO3)Cl].EtOH (2), were synthesized using the self-assembly of (E)-2,4-di(piperidin-1-yl)-6-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)-1,3,5-triazine (DPPT) with Ni(NO3)2*6H2O in the absence and presence of NiCl2*6H2O, respectively. In both cases, the neutral tridentate DPPT ligand is found coordinated to the Ni(II) via three N-atoms from the hydrazone, pyridine and s-triazine rings. Hence, the homoleptic complex 1 has a NiN6 hexa-coordination environment while two NO3− are counter anions in addition to one-and-a-half crystallized hydration water molecules are found acting as an outer sphere. The heteroleptic complex 2 has a NiN3O…

Nonlinear optical properties of diaromatic stilbene, butadiene and thiophene derivatives

Series of highly polar stilbene (1a–e), diphenylbutadiene (2a–c) and phenylethenylthiophene (3a–c) derivatives were prepared via Horner–Wadsworth–Emmons method with a view to produce new and efficient materials for second harmonic generation (SHG) in the solid-state. The single-crystal X-ray structures of compounds 1–3 reveal extensive polymorphism and a peculiar photodimerization of the 2-chloro-3,4-dimethoxy-4′-nitrostilbene derivative 1a to afford two polymorphs of tetra-aryl cyclobutane 4. The stilbene congeners 2-chloro-3,4-dimethoxy-4′-nitrostilbene (1a·non-centro), 5-bromo-2-hydroxy-3-nitro-4′-nitrostilbene (1b) and 4-dimethylamino-4′-nitrostilbene (1e), as well as 4′-fluoro-4′′-nitr…

Fabrication of Porous Hydrogenation Catalysts by a Selective Laser Sintering 3D Printing Technique

Open in a separate window Three-dimensional selective laser sintering printing was utilized to produce porous, solid objects, in which the catalytically active component, Pd/SiO2, is attached to an easily printable supporting polypropylene framework. Physical properties of the printed objects, such as porosity, were controlled by varying the printing parameters. Structural characterization of the objects was performed by helium ion microscopy, scanning electron microscopy, and X-ray tomography, and the catalytic performance of the objects was tested in the hydrogenation of styrene, cyclohexene, and phenylacetylene. The results show that the selective laser sintering process provides an alte…

Synthesis, X-Ray Structure, Tautomerism Aspect, and Chemical Insight of The 3-(1H-Indol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ol

The 3-(1H-indol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ol 2 was obtained exclusively in the enol configuration starting from triazolyl-indole derivative 1 and alkyl halo-esters in the presence of K2CO3. Chemical structure elucidations with the aid of physicochemical characterizations were used to predict its molecular structure while single crystal X-ray diffraction technique was used to shed the light on the supramolecular structure of 2. DFT calculations agreed very well with the reported X-ray structure where the most stable form thermodynamically is the enol form. Its optimized geometry agreed very well with the experimental structure where the correlation coefficients betwe…

Self-assembly of square planar rhodium carbonyl complexes with 4,4-disubstituted-2,2′-bipyridine ligands

The impact of non-covalent interactions and reaction conditions on formation and self-assembly of ionic pairs of Rh complexes with 4,4’-disubstituted bipyridine ligands ([Rh(L1)(CO)2][Rh(CO)2Cl2])n (1), [Rh(L1)2Cl2][Rh(CO)2Cl2] (2), ([Rh(L1)(CO)2][Rh(CO)2Cl2][Rh(L1)(CO)2]n([Rh(CO)2(Cl)2])n) (3), ([Rh(L2)CO2] [Rh(CO)2Cl2])n∙EtOH (4), ([Rh(L2)(CO)2])n ([Rh(CO)2Cl2])n (5) (L1 = 4,4’-dimethyl-2,2’-bipyridine, L2 = 4,4’-diamine-2,2’-bipyridine) have been studied. Packing of square planar Rh complexes favor formation of one-dimensional chains. In structure 1, the polymeric chain is formed by the alternating cationic [Rh(L1)(CO)2]+ and the anionic [Rh(CO)2Cl2]- units leading to a neutral pseudo li…

Pseudopeptidic ligands: exploring the self-assembly of isophthaloylbisglycine (H2IBG) and divalent metal ions.

We present a systematic study of the complexation of the new pseudopeptidic ligand isophthaloylbisglycine (H(2)IBG) with divalent metal ions of varying ionic radius. This work represents the initial employment of H(2)IBG in the coordination chemistry of alkaline earth, 3d transition, Zn(II) and Cd(II) metal elements. Infrared, NMR, thermal, magnetic, adsorption and theoretical studies of these compounds are also discussed.

An efficient method for selective oxidation of (oxime)Pt(II) to (oxime)Pt(IV) species using N,N-dichlorotosylamide

The oxidation of (oxime)PtII species using the electrophilic chlorine-based oxidant N,N-dichlorotosylamide (4-CH3C6H4SO2NCl2) was studied. The reactions of trans-[PtCl2(oxime)2] (where oxime = acetoxime, cyclopentanone oxime, or acetaldoxime) with this oxidant led to trans-[PtCl4(oxime)2] products. The oxidation of trans-[Pt(o-OC6H4CH = NOH)2] at room temperature gave trans-[PtCl2(o-OC6H4CH = NOH)2], whereas the same reaction upon heating was accompanied by electrophilic substitution of the benzene rings. peerReviewed

Efficient Consecutive Synthesis of Ethyl-2-(4-Aminophenoxy) Acetate, a Precursor for Dual GK and PPARγ Activators, X-ray Structure, Hirshfeld Analysis, and DFT Studies

Herein, we report a facile synthesis of ethyl-2-(4-aminophenoxy)acetate 4 as a building synthon for novel dual hypoglycemic agents. This building template was synthesized by alkylation of 4-nitrophenol with ethyl bromo-acetate followed by selective reduction of the nitro group. This reduction methoddoes not require nascent hydrogen or any reaction complexity; it goes easily via consecutive reaction in NH4Cl/Fe to yield our target synthon as very pure crystals. This product was characterized by 1HNMR, 13CNMR, COSY, NOESY NMR spectroscopy, and elemental analysis. Additionally, its structure was studied and approved by X-ray single crystal structure determination. The unit cell parameters are …

Diastereomeric control of enantioselectivity: evidence for metal cluster catalysis

Enantioselective hydrogenation of tiglic acid effected by diastereomers of the general formula [(μ-H)2Ru3(μ3-S)(CO)7(μ-P–P*)] (P–P* = chiral Walphos diphosphine ligand) strongly supports catalysis by intact Ru3 clusters. A catalytic mechanism involving Ru3 clusters has been established by DFT calculations. peerReviewed

5-Imino-3,4-diphenyl-1H-pyrrol-2-one

The title compound, C16H12N2O, exists in the crystalline state as the 5-imino-3,4-diphenyl-1H-pyrrol-2-one tautomer. The dihedral angles between the pyrrole and phenyl rings are 35.3 (2) and 55.3 (2)°. In the crystal, inversion dimers linked by pairs of N—H...N hydrogen bonds generate a graph-set motif ofR22(8)viaN—H...N hydrogen bonds.

Reactions of platinum(iv)-bound nitriles with isomeric nitroanilines: addition vs. substitution

The platinum(IV) complex trans-[PtCl(4)(EtCN)(2)] reacts smoothly and under mild conditions with isomeric o-, m- and p-nitroanilines (NAs) yielding two different types of products depending on the NA isomer, viz. the nitroaniline complexes cis/trans-[PtCl(4)(NA)(2)] (cis/trans-1-3) and the amidine species trans-[PtCl(4){NH=C(Et)NHC(6)H(4)NO(2)-m}(EtCN)] (4), trans-[PtCl(4){NH=C(Et)NHC(6)H(4)NO(2)-m}(2)] (5) and trans-[PtCl(4){NH=C(Et)NHC(6)H(4)NO(2)-p}(EtCN)] (6). Complexes 4 and 5 undergo cyclometalation, furnishing mer-[PtCl(3){NH=C(Et)NHC(6)H(3)NO(2)-m}(EtCN)] (7) and mer-[PtCl(3){NH=C(Et)NHC(6)H(4)NO(2)-m}{NH=C(Et)NHC(6)H(3)NO(2)-m}] (8), respectively. Moreover, 8 both in the solid stat…

Reactivity of 4-Aminopyridine with Halogens and Interhalogens : Weak Interactions Supported Networks of 4-Aminopyridine and 4-Aminopyridinium

The reaction of 4-aminopyridine (4-AP) with ICl in a 1:1 molar ratio in CH2Cl2 produced the expected charge-transfer complex [4-NH2-1λ4-C5H4N-1-ICl] (1·ICl) and the ionic species [(4-NH2-1λ4-C5H4N)2-1μ-I+][Cl–] (2·Cl–) in a 2:1 relation, as indicated by 1H NMR spectroscopy in solution. In contrast, only the ionic compound [(4-NH2-1λ4-C5H4N)2-1μ-I+][IBr2–] (2·IBr2–) was observed in the analogous reaction with IBr. The reaction between 4-AP and I2 in a 1:1 molar ratio also afforded two components, one of which was identified as the congeneric cation in [(4-NH2-1λ4-C5H4N)2-1μ-I+][I7–] (2·I7–) that contains a polyiodide anion as a result of transformation in a 1:2 molar ratio between the starti…

Evidence that steric factors modulate reactivity of tautomeric iron-oxo species in stereospecific alkane C-H hydroxylation

A new iron complex mediates stereospecific hydroxylation of alkyl C-H bonds with hydrogen peroxide, exhibiting excellent efficiency. Isotope labelling studies provide evidence that the relative reactivity of tautomerically related oxo-iron species responsible for the C-H hydroxylation reaction is dominated by steric factors This work has been supported by the European Union (the Erasmus Mundus program), the International Research Training Group Metal Sites in Biomolecules: Structures, Regulation and Mechanisms (www.biometals.eu), and COST Action CM1003. M.C. acknowledges ERC-29910, MINECO of Spain for CTQ2012- 37420-C02-01/BQU and CSD2010-00065, catalan DIUE (2009SGR637) and an ICREA academ…

A New 1D Ni (II) Coordination Polymer of s-Triazine Type Ligand and Thiocyanate as Linker via Unexpected Hydrolysis of 2,4-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,3,5-triazine

A new 1D Ni(II) coordination polymer was synthesized by the reaction of NiSO4·6H2O with 2,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,3,5-triazine (BPT) and SCN− as a linker in an acidic medium by heating under reflux conditions. Unusually, the BPT ligand underwent acid-mediated hydrolysis by losing one of the pyrazolyl arms afforded the polymeric [Ni(MPT)(H2O)(SCN)2]n complex (MPT: 4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,3,5-triazin-2-ol. The Ni(II) center is coordinated with one MPT as a bidentate NN-chelate, one water molecule, and two thiocyanate groups in cis positions to one another. One of the thiocyanate groups acts as a bridging ligand between metal centers, l…

Solvent-dependent formation of Os(0) complexes by electrochemical reduction of [Os(CO)(2,2'-bipyridine)(L)Cl2]; L = Cl(-), PrCN.

Cyclic voltammetry and ultraviolet-visible/infrared (UV-vis/IR) spectroelectrochemistry were used to study the cathodic electrochemical behavior of the osmium complexes mer-[Os(III)(CO) (bpy)Cl3] (bpy = 2,2'-bipyridine) and trans(Cl)-[Os(II)(CO) (PrCN)(bpy)Cl2] at variable temperature in different solvents (tetrahydrofuran (THF), butyronitrile (PrCN), acetonitrile (MeCN)) and electrolytes (Bu4NPF6, Bu4NCl). The precursors can be reduced to mer-[Os(II)(CO) (bpy(•-))Cl3](2-) and trans(Cl)-[Os(II)(CO)(PrCN) (bpy(•-))Cl2](-), respectively, which react rapidly at room temperature, losing the chloride ligands and forming Os(0) species. mer-[Os(III)(CO) (bpy)Cl3] is reduced in THF to give ultimate…

Stereoselective Synthesis of New 4-Aryl-5-indolyl-1,2,4-triazole S- and N-β-Galactosides: Characterizations, X-ray Crystal Structure and Hirshfeld Surface Analysis

5-(1H-Indol-2-yl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 1a and 4-(4-chlorophenyl)-5-(1H-indol-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 1b were galactosylated in the presence of NaHCO3 in ethanol to produce S-galactosides 3,4, whereas, in the presence of K2CO3 in acetone they produced a mixture of S- and N-galactosides 3-6 with a higher yield of S-galactosides over the respective N-galactosides. Improvement in the yields of N-galactosides was produced by thermal migration of the galactosyl moiety from sulfur to nitrogen using fusion. β-Stereoselectivity of galactosylation was determined using the coupling constant value 3J1,2, which exceeded 9.0 Hz in all prepared galactos…

The geometry of the silver 1,1′-dibenzyl-2,2′-biimidazole complexes

Abstract The argentophilic interactions and interactions of weakly coordinated nitrate and water with silver metal were studied by investigating the reaction of 1,1′-dibenzyl-2,2′-biimidazole (Bn2bim) with silver nitrate. Three new silver complexes [Ag4(Bn2bim)4(NO3)2]·4(CH3CH2OH)·2(NO3)·0.5(H2O) (1), [Ag4(Bn2bim)4(H2O)4]·4(NO3) (2) and [Ag4(Bn2bim)4(NO3)4]·6(CH2Cl2)·2(H2O) (3) were synthesized and characterized. Complexes 1-3 have rare tetranuclear twisted closed cyclic structure with four bridging biimidazoles and variable nitrate/water ratio. The interactions between the nitrate ligand and Ag as well as water ligands and Ag are considered to be weak due to the ease of exchanging them. Th…

Diammine{N-[2-(hydroxyimino)propionyl]-N′-[2-(oxidoimino)propionyl]propane-1,3-diaminido-κ4N,N′,N′′,N′′′}iron(III)

In the title compound, [Fe(C9H13N4O4)(NH3)2], the Fe(III) atom, lying on a mirror plane, is coordinated by four N atoms of a triply deprotonated tetra-dentate N-[2-(hy-droxy-imino)-propion-yl]-N'-[2-(oxidoimino)-propion-yl]propane-1,3-diaminide ligand in the equatorial plane and two N atoms of two ammonia mol-ecules at the axial positions in a distorted octa-hedral geometry. A short intra-molecular O-H⋯O hydrogen bond between the cis-disposed oxime O atoms stabilizes the pseudo-macrocyclic configuration of the ligand. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds into a three-dimensional network. The ligand has a mirror-plane symmetry. One of the methyl-ene groups of the pro…

The H2C(X)–X•••X– (X = Cl, Br) Halogen Bonding of Dihalomethanes

The dihalomethane–halide H2C(X)–X···X– (X = Cl, Br) halogen bonding was detected in a series of the cis-[PdX(CNCy){C(NHCy)═NHC6H2Me2NH2}]X•CH2X2 (X = Cl, Br) associates by single-crystal XRD followed by DFT calculations. Although ESP calculations demonstrated that the σ-hole of dichloromethane is the smallest among all halomethane solvents (the maximum electrostatic potential is only 2.6 kcal/mol), the theoretical DFT calculations followed by Bader’s QTAIM analysis (M06/DZP-DKH level of theory) confirmed the H2C(X)–X···X– halogen bond in both the solid-state and gas-phase optimized geometries. The estimated bonding energy in H2C(X)–X···X– is in the 1.9–2.8 kcal/mol range. peerReviewed

Synthesis, Characterization and Single Crystal X-ray Diffraction Analysis of Fused Triazolo/Thiadiazole Clubbed with Indole Scaffold

The present synthetic strategy involves the synthesis of indolyl-triazolo-thiadiazole heterocyclic ring systems 8–13 from the condensation of 4-amino-5-(1H-indol-2-yl)-3H-1,2,4-triazole-3-thione 1 with the aromatic carboxylic acid derivatives 2–7 in presence of POCl3 for 1 h. All compounds were obtained in very good yields and have been well-characterized using spectroscopic techniques. Exclusively, good quality crystals from the target organic hybrid 8-(1H-indol-2-yl)-5-(p-tolyl)-[1,2,4]triazolo [3,4-b][1,3,4]thiadiazole 9 were obtained and found suitable for X-ray single crystal diffraction measurement, which is used to confirm and analyze the molecular and supramolecular stru…

Fluorine-Containing Functionalized Cyclopentene Scaffolds Through Ring Contraction and Deoxofluorination of Various Substituted Cyclohexenes

3D Printed Palladium Catalyst for Suzuki-Miyaura Cross-coupling Reactions

Selective laser sintering (SLS) 3d printing was utilized to manufacture a solid catalyst for Suzuki-Miyaura cross-coupling reactions from polypropylene as a base material and palladium nanoparticles on silica (SilicaCat Pd(0)R815-100 by SiliCycle) as the catalytically active additive. The 3d printed catalyst showed similar activity to that of the pristine powdery commercial catalyst, but with improved practical recoverability and reduced leaching of palladium into solution. Recycling of the printed catalyst led to increase of the induction period of the reactions, attributed to the pseudo-homogeneous catalysis. The reaction is initiated by oxidative addition of aryl iodide to palladium nano…

Halogen bonds with coordinative nature: halogen bonding in a S–I+–S iodonium complex†

A detailed study of unexpectedly strong iodonium–sulfur halogen bonds in [I(2-imidazolidinethione)2]+ is presented. The interactions are characterized by single-crystal X-ray diffraction, charge density analysis based on QTAIM calculations, mass spectrometry, and NMR spectroscopy. The results, small RIS = 0.7 and high interaction energy of −60 kJ mol−1, support a coordinative nature of the halogen bond between the iodonium ion and the sp2 hybridized sulfur atoms.

Pentamethylcyclopentadienyl-rhodium and iridium complexes containing (N^N and N^O) bound chloroquine analogue ligands: synthesis, characterization and antimalarial properties

The synthesis and characterization of twenty new pentamethylcyclopentadienyl-rhodium and iridium complexes containing N^N and N^O-chelating chloroquine analogue ligands are described. The in vitro antimalarial activity of the new ligands as well as the complexes was evaluated against the chloroquine sensitive (CQS) NF54 and the chloroquine resistant (CQR) Dd2 strains of Plasmodium falciparum. The antimalarial activity was found to be good to moderate; although all complexes are less active than artesunate, some of the ligands and complexes showed better activity than chloroquine (CQ). In particular, rhodium complexes were found to be considerably more active than iridium complexes against t…

Synthesis and characterization of Zwitterionic Zn(II) and Cu(II) coordination compounds with ring-substituted 2,2′-biimidazole derivatives

Zwitterionic coordination compounds with strongly asymmetrical charge distribution were synthesized and characterized. Ring-substituted biimidazoles were used as the primary ligands for Zn and Cu compounds. Formation of Zwitterionic coordination compound was found to be strongly dependent on the pH of the reaction medium as well as on the ring and nitrogen substituents of the ligand. Reaction of the Df-R2biim (Df-R2biim = 2,2′-bi-1R-imidazole-5,5′-dicarboxaldehyde, R = Me, Et or Pr) with ZnCl2 in neutral conditions led to binuclear compounds [Zn2Cl4(Df-R2biim)2] with two bridging ligands (1a–c). Reaction with CuCl2·2H2O gave neutral mononuclear compound [CuCl2(Df-Me2biim)] (1d) with chelati…

2,3-Di­phenyl­male­imide 1-methyl­pyrrol­idin-2-one monosolvate

In the title compound, C16H11NO2·C5H9NO, the dihedral angles between the maleimide and phenyl rings are 34.7 (2) and 64.8 (2)°. In the crystal, the 2,3-diphenylmaleimide and 1-methylpyrrolidin-2-one molecules form centrosymmetrical dimersviapairs of strong N—H...O hydrogen bonds and π–π stacking interactions between the two neighboring maleimide rings [centroid–centroid distance = 3.495 (2) Å]. The dimers are further linked by weak C—H...O and C—H...π hydrogen bonds into a three-dimensional framework.

Halogen bond preferences of thiocyanate ligand coordinated to Ru(II) via sulphur atom

Halogen bonding between [Ru(bpy)(CO)2(S-SCN)2] (bpy = 2,2’-bipyridine), I2 was studied by co-crystallising the metal compound and diiodine from dichloromethane. The only observed crystalline product was found to be [Ru(bpy)(CO)2(S-SCN)2]⋅I2 with only one NCS⋅⋅⋅I2 halogen bond between I2 and the metal coordinated S atom of one of the thiocyanate ligand. The dangling nitrogen atoms were not involved in halogen bonding. However, computational analysis suggests that there are no major energetic differences between the NCS⋅⋅⋅I2 and SCN⋅⋅⋅I2 bonding modes. The reason for the observed NCS⋅⋅⋅I2 mode lies most probably in the more favourable packing effects rather than energetic preferences between …

Synthesis of Enaminones-Based Benzo[d]imidazole Scaffold: Characterization and Molecular Insight Structure

(E)-1-(1H-Benzo[d]imidazol-2-yl)-3-(dimethylamino)prop-2-en-1-one 2 was synthesized by one-pot synthesis protocol of 2-acetyl benzo[d]imidazole with dimethylformamide dimethylacetal (DMF-DMA) in xylene at 140 &deg

Synthesis, X-ray Structure, Conformational Analysis, and DFT Studies of a Giant s-Triazine bis-Schiff Base

The current work involves the synthesis of 2,2′-(6-(piperidin-1-yl)-1,3,5-triazine-2,4-diyl)bis(hydrazin-2-yl-1-ylidene))bis(methanylylidene))diphenol 4, characterization, and the DFT studies of the reported compound. The crystal unit cell parameters of 4 are a = 8.1139(2) Å, b = 11.2637(2) Å, c = 45.7836(8) Å. The unit cell volume is 4184.28(15) Å3 and Z = 4. It crystallized in the orthorhombic crystal system and Pbca space group. The O…H, N…H, C…H, H…H and C…C intermolecular contacts which affect the crystal stability were quantitatively analyzed using Hirshfeld calculations. Their percentages were calculated to be 9.8, 15.8, 23.7, 46.4, and 1.6% from the whole contacts occurred in the cr…

A second monoclinic polymorph of 2-(3,5-dimethyl-1H-pyrazol-1-yl)-2-hydroxyimino-N'-[1-(pyridin-2-yl)ethylidene]acetohydrazide

[Introduction] The title compound, C 14 H 16 N 6 O 2 , is a second monoclinic polymorph of 2-[1-(3,5-dimethyl)pyrazolyl]-2-hydroxyimino- N 0 -[1-(2-pyridyl)ethylidene] acetohydrazide, with two crystal- lographically independent molecules per asymmetric unit. The non-planar molecules are chemically equal having similar geometric parameters. The previously reported polymorph [Plutenko et al. (2012). Acta Cryst. E 68 , o3281] was described in space group Cc ( Z = 4). The oxime group and the O atom of the amide group are anti with respect to the C—C bond. In the crystal, molecules are connected by N—H N hydrogen bonds into zigzag chains extending along the b axis. peerReviewed

Crystal structure and Hirshfeld surface analysis of [N(CH3)4][2,2′-Fe(1,7-closo-C2B9H11)2]

Abstract This work investigates the meta -ferrabis(dicarbollide) anion that was isolated as salt of tetramethylammonium. The structure of the obtained crystal consisted of discrete [2,2′-Fe(1,7- closo -C 2 B 9 H 11 ) 2 ] − anions and disordered [N(CH 3 ) 4 ] + cations. The anion had a considerable chemical stability ensured by ionic and Van der Waals interactions. Thus, Hirshfeld surfaces and fingerprint plot were used to visualize, explore, and quantify intermolecular interactions in the crystal lattice of the title compound. This investigation proved that close contacts were dominated by H⋯H interactions.

Electro- and Photo-driven Reduction of CO 2 by a trans -(Cl)-[Os(diimine)(CO) 2 Cl 2 ] Precursor Catalyst: Influence of the Diimine Substituent and Activation Mode on CO/HCOO − Selectivity

A series of [OsII(NN)(CO)2Cl2] complexes where NN is a 2,2′-bipyridine ligand substituted in the 4,4′ positions by H (C1), CH3 (C2), C(CH3)3 (C3), or C(O)OCH(CH3)2 (C4) has been studied as catalysts for the reduction of CO2. Electrocatalysis shows that the selectivity of the reaction can be switched toward the production of CO or HCOO− with an electron-donating (C2, C3) or -withdrawing (C4) substituent, respectively. The electrocatalytic process is a result of the formation of an Os0-bonded polymer, which was characterized by electrochemistry, UV/Visible and EPR spectroscopies. Photolysis of the complexes under CO2 in DMF+TEOA produces CO as a major product with a remarkably stable turnover…

Fine-tuning halogen bonding properties of diiodine through halogen–halogen charge transfer – extended [Ru(2,2′-bipyridine)(CO)2X2]·I2 systems (X = Cl, Br, I)

The current paper introduces the use of carbonyl containing ruthenium complexes, [Ru(bpy)(CO)2X2] (X = Cl, Br, I), as halogen bond acceptors for a I2 halogen bond donor. In all structures, the metal coordinated halogenido ligand acts as the actual halogen bond acceptor. Diiodine, I2, molecules are connected to the metal complexes through both ends of the molecule forming bridges between the complexes. Due to the charge transfer from Ru–X to I2, formation of the first Ru–X⋯I2 contact tends to generate a negative charge on I2 and redistribute the electron density anisotropically. If the initial Ru–X⋯IA–IB interaction causes a notable change in the electron density of I2, the increased negativ…

Metallophilic interactions in stacked dinuclear rhodium 2,2'-biimidazole carbonyl complexes

Non-covalent metallophilic interactions were studied by investigating the stacking of two neutral rhodium complexes [Rh2I(R2bim)Cl2(CO)4] (R = Et, ethyl or Pr, propyl) in the solid state. Both dinuclear complexes formed infinite arrays of square planar d8 rhodium centres with intramolecular Rh⋯Rh distances of 3.1781(5) A (R = Et) and 3.1469(3) A (R = Pr) and the intermolecular Rh⋯Rh distances of 3.4345(6) A (R = Et) and 3.4403(3) A (R = Pr) between the adjacent molecules. The crystalline solids were stable and did not contain any solvent of crystallization. The effect of the metallophilic interactions on the absorption properties were studied using TD-DFT methods. The computational results …

Exploiting the Chiral Ligands of Bis(imidazolinyl)- and Bis(oxazolinyl)thiophenes : Synthesis and Application in Cu-Catalyzed Friedel–Crafts Asymmetric Alkylation

Five new C2-symmetric chiral ligands of 2,5-bis(imidazolinyl)thiophene (L1–L3) and 2,5-bis(oxazolinyl)thiophene (L4 and L5) were synthesized from thiophene-2,5-dicarboxylic acid (1) with enantiopure amino alcohols (4a–c) in excellent optical purity and chemical yield. The utility of these new chiral ligands for Friedel–Crafts asymmetric alkylation was explored. Subsequently, the optimized tridentate ligand L5 and Cu(OTf)2 catalyst (15 mol%) in toluene for 48 h promoted Friedel–Crafts asymmetric alkylation in moderate to good yields (up to 76%) and with good enantioselectivity (up to 81% ee). The bis(oxazolinyl)thiophene ligands were more potent than bis(imidazolinyl)thiophene analogues for …

Asymmetric Synthesis of Dihydropyranones with Three Contiguous Stereocenters by an NHC‐Catalyzed Kinetic Resolution

An oxidative NHC-catalyzed kinetic resolution (KR) of racemic mixtures is presented. The developed reaction furnishes tricyclic dihydropyranones with three contiguous stereocenters in excellent dia- and enantioselectivity, with good-to-moderate yields. Mechanistic studies indicate that the rate-determining step of the reaction is the formation of the Breslow intermediate, while the selectivity determining step occurs later in the mechanism. The presented methodology enables rapid synthesis of complex structures in a single step. peerReviewed

Palladium-ADC complexes as efficient catalysts in copper-free and room temperature Sonogashira coupling

Abstract The metal-mediated coupling between cis-[PdCl2(CNR1)2] [R1 = cyclohexyl (Cy) 1, t-Bu 2, 2,6-Me2C6H3 (Xyl) 3, 2-Cl-6-MeC6H3 4] and hydrazones H2NN CR2R3 [R2, R3 = Ph 5; R2, R3 = C6H4(OMe-4) 6; R2/R3 = 9-fluorenyl 7; R2 = H, R3 = C6H4(OH-2) 8] provided carbene complexes cis-[PdCl2{C(N(H)N CR2R3) N(H)R1}(CNR1)] (9–24) in good (80–85%) yields. Complexes 9–24 showed high activity [yields up to 99%, and turnover numbers (TONs) up to 3.7 × 104] in the Sonogashira coupling of various aryl iodides with a range of substituted aromatic alkynes without the need of copper co-catalyst. The catalytic procedure runs at 80 °C for 1 h in EtOH using K2CO3 as a base. No formation of homocoupling or ac…

Synthesis of Pyrrolo[1,2-a]pyrimidine Enantiomers via Domino Ring-Closure followed by Retro Diels-Alder Protocol

From 2-aminonorbornene hydroxamic acids, a simple and efficient method for the preparation of pyrrolo[1,2-a]pyrimidine enantiomers is reported. The synthesis is based on domino ring-closure followed by microwave-induced retro Diels-Alder (RDA) protocols, where the chirality of the desired products is transferred from norbornene derivatives. The stereochemistry of the synthesized compounds was proven by X-ray crystallography. The absolute configuration of the product is determined by the configuration of the starting amino hydroxamic acid. peerReviewed

Stereoselective synthesis and transformation of pinane-based 2-amino-1,3-diols

A library of pinane-based 2-amino-1,3-diols was synthesised in a stereoselective manner. Isopinocarveol prepared from (−)-α-pinene was converted into condensed oxazolidin-2-one in two steps by carbamate formation followed by a stereoselective aminohydroxylation process. The relative stereochemistry of the pinane-fused oxazolidin-2-one was determined by 2D NMR and X-ray spectroscopic techniques. The regioisomeric spiro-oxazolidin-2-one was prepared in a similar way starting from the commercially available (1R)-(−)-myrtenol (10). The reduction or alkaline hydrolysis of the oxazolidines, followed by reductive alkylation resulted in primary and secondary 2-amino-1,3-diols, which underwent a reg…

Synthesis and X-ray Crystal Structure of New Substituted 3-4′-Bipyrazole Derivatives. Hirshfeld Analysis, DFT and NBO Studies

A new compounds named 3-4′-bipyrazoles 2 and 3 were synthesized in high chemical yield from a reaction of pyran-2,4-diketone 1 with aryl hydrazines under thermal conditions in MeOH. Compound 2 was unambiguously confirmed by single-crystal X-ray analysis. It crystalizes in a triclinic crystal system and space group P-1. Its crystal structure was found to be in good agreement with the spectral characterizations. With the aid of Hirshfeld calculations, the H…H (54.8–55.3%) and H…C (28.3–29.2%) intermolecular contacts are the most dominant, while the O…H (5.8–6.5%), N…H (3.8–4.6%) and C…C (3.0–4.9%) are less dominant. The compound has a polar nature with a net dipole moment of 6.388 Debye. The …

A second solvatomorph of poly[[μ4-N,N′-(1,3,5-oxadiazinane-3,5-diyl)bis(carbamoylmethanoato)]nickel(II)dipotassium] : crystal structure, Hirshfeld surface analysis and semi-empirical geometry optimization

The title compound, poly[triaquabis[μ4-N,N′-(1,3,5-oxadiazinane-3,5-diyl)bis(carbamoylmethanoato)]dinickel(II)tetrapotassium], [K4Ni2(C7H6N4O7)2(H2O)3] n , is a second solvatomorph of poly[(μ4-N,N′-(1,3,5-oxadiazinane-3,5-diyl)bis(carbamoylmethanoato)nickel(II)dipotassium] reported previously [Plutenko et al. (2021). Acta Cryst. E77, 298–304]. The asymmetric unit of the title compound includes two structurally independent complex anions [Ni(C7H6N4O7)]2−, which exhibit an L-shaped geometry and consist of two almost flat fragments perpendicular to one another: the 1,3,5-oxadiazinane fragment and the fragment including other atoms of the anion. The central Ni atom is in a square-planar N2O2 co…

Porous 3D Printed Scavenger Filters for Selective Recovery of Precious Metals from Electronic Waste

Selective laser sintering (SLS) 3D printing is used to fabricate highly macroporous ion scavenger filters for recovery of Pd and Pt from electronic waste. The scavengers are printed by using a mixture of polypropylene with 10 wt% of type‐1 anion exchange resin. Porosities and the flow‐through properties of the filters are controlled by adjusting the SLS printing parameters. The cylinder‐shaped filters are used in selective recovery of Pd and Pt from acidic leachate of electronic waste simply by passing the solution through the object. Under such conditions, the scavenger filters are able to capture Pd and Pt as anionic complexes with high efficiency from a solution containing mixture of dif…

Dioxidomolybdenum(VI) and -tungsten(VI) complexes with tripodal amino bisphenolate ligands as epoxidation and oxo-transfer catalysts

The molybdenum(VI) and tungsten(VI) complexes [MO2(L)] (M = Mo (1), W (2), H2L = bis(2-hydroxy-3,5-di-tert-butybenzyl)morpholinylethylamine) were synthesized and the complexes were used to catalyze oxotransfer reactions, viz. sulfoxidation, epoxidation and benzoin oxidation. For comparison, the same reactions were catalyzed using the known complexes [MO2(L′)] (M = Mo (3), W (4), H2L′ = bis(2-hydroxy-3,5-di-tert-butybenzyl)ethanolamine) and [MO2(L″)] (M = Mo (5), W (6), H2L″ = bis(2-hydroxy-3,5-di-tert-butybenzyl)diethyleneglycolamine). The oxo atom transfer activity between DMSO and benzoin at 120 °C was identical for all studied catalysts. Reasonable catalytic activity was observed for sul…

Crystal structure oftrans-dichloridobis[N-(5,5-dimethyl-4,5-dihydro-3H-pyrrol-2-yl-κN)acetamide]palladium(II) dihydrate

The title complex, [PdCl2(C8H14N2O)2]·2H2O, was obtained by N–O bond cleavage of the oxadiazoline rings of thetrans-[dichlorido-bis(2,5,5-trimethyl-5,6,7,7a-tetrahydropyrrolo[1,2-b][1,2,4]oxadiazole-N1)]palladium(II) complex. The palladium(II) atom exhibits an almost square-planar coordination provided by twotrans-arranged chloride anions and a nitrogen atom from each of the two neutral organic ligands. In the crystal, N—H...O, O—H...O and O—H...Cl hydrogen bonds link complex molecules into double layers parallel to thebcplane.

Application of palladium complexes bearing acyclic amino(hydrazido)carbene ligands as catalysts for copper-free Sonogashira cross-coupling

Abstract Metal-mediated coupling of one isocyanide in cis-[PdCl2(CNR1)2] (R1 = C6H11 (Cy) 1, tBu 2, 2,6-Me2C6H3 (Xyl) 3, 2-Cl-6-MeC6H3 4) and various carbohydrazides R2CONHNH2 [R2 = Ph 5, 4-ClC6H4 6, 3-NO2C6H4 7, 4-NO2C6H4 8, 4-CH3C6H4 9, 3,4-(MeO)2C6H3 10, naphth-1-yl 11, fur-2-yl 12, 4-NO2C6H4CH2 13, Cy 14, 1-(4-fluorophenyl)-5-oxopyrrolidine-3-yl 15, (pyrrolidin-1-yl)C(O) 16, 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propane-1-yl 17, EtNHC(O) 18] or sulfohydrazides R3SO2NHNH2 [R3 = Ph 19, 4-MeC6H4 20] led to a series of (hydrazido)(amino)carbene complexes cis-[PdCl2{ C (NHNHX) N(H)R1}(CNR1)]; X = COR2, SO2R3 (21–48, isolated yields 60–96%). All prepared species were characterized by elemental…

cis-Dichloridobis(2-isocyanophenyl 4-methoxybenzoate)palladium(II) chloroform monosolvate

In the title compound, [PdCl2(C15H11NO3)2]·CHCl3, the PdII atom adopts a slightly distorted square-planar coordination geometry composed of two Cl atoms in cis positions and two C atoms from isocyanophenyl ligands. The molecular conformation is stabilized by π–π stacking interactions [shortest centroid–centroid distance = 3.600 (1) Å] between substituted benzene rings of different ligands. The crystal packing is characterized by C—H...O and C—H...Cl interactions involving the chloroform solvent molecules.

Diversity of Isomerization Patterns and Protolytic Forms in Aminocarbene PdII and PtII Complexes Formed upon Addition of N,N′-Diphenylguanidine to Metal-Activated Isocyanides

Reaction of the palladium(II) and platinum(II) isocyanide complexes cis-[MCl2(CNR)2] [M = Pd, R = C6H3(2,6-Me2) (Xyl), 2-Cl-6-MeC6H3, cyclohexyl (Cy), t-Bu, C(Me)2CH2(Me)3 (1,1,3,3-tetramethylbuth-1-yl abbreviated as tmbu); M = Pt, R = Xyl, 2-Cl-6-MeC6H3, Cy, t-Bu, and tmbu] with N,N′-diphenylguanidine (DPG) leads to DPG-derived metal-bound deprotonated acyclic diaminocarbene (ADC) species. This reaction occurs via a two-step process, involving the initial coupling of the guanidine with one of the isocyanides and leading to deprotonated monocarbene monochelated species, while the next addition grants the deprotonated bis-carbene bis-chelated metal compounds. DPG behaves as nucleophile, depr…

Self-healing, luminescent metallogelation driven by synergistic metallophilic and fluorine–fluorine interactions

Square planar platinum(ii) complexes are attractive building blocks for multifunctional soft materials due to their unique optoelectronic properties. However, for soft materials derived from synthetically simple discrete metal complexes, achieving a combination of optical properties, thermoresponsiveness and excellent mechanical properties is a major challenge. Here, we report the rapid self-recovery of luminescent metallogels derived from platinum(ii) complexes of perfluoroalkyl and alkyl derivatives of terpyridine ligands. Using single crystal X-ray diffraction studies, we show that the presence of synergistic platinum-platinum (PtMIDLINE HORIZONTAL ELLIPSISPt) metallopolymerization and f…

Synthesis of a Novel Hydrazone of Thieno[2,3-d]pyrimidine Clubbed with Ninhydrin: X-ray Crystal Structure and Computational Investigations

The novel hydrazone-containing thieno[2,3-d]pyrimidine, namely, N′-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-2-(4-oxo-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-3(4H)-yl)acetohydrazide 4 was synthesized in a very good yield from the reaction of the triketoester 1 or ninhydrin 2 with the exocyclic acetohydrazide 3 in methanol. Good-quality crystals of 4 were obtained by recrystallization of the compound from the DMF/MeOH solvent mixture. The target product 4 crystallized in the triclinic crystal system and P-1 space group. The topology analysis of molecular packing indicated that the H…H (30.4%), O…H (22.0%) and H…C (17.0%) contacts are the most dominant i…

Complex formation of copper(II), nickel(II) and zinc(II) with ethyl phosphonohydroxamic acid : solution speciation, synthesis and structural characterization

The first example of a Cu(II) 12-MC-4 hydroxamic metallacrown containing an ethylphosphonate group as an additional donor function in the β-position with respect to the hydroxamic group is described. The solution equilibrium of ethylphosphonoacetohydroxamic acid (PAHEt) with Cu(II) was investigated in aqueous solution by a combination of potentiometry, mass spectrometry, UV-Vis and EPR spectroscopies, and isothermal titration calorimetry. A model containing mononuclear [CuL], [CuL2]2− and [CuL2H−1]3− and pentanuclear [Cu5(LH−1)4]2− species is proposed. The predominance of the [Cu5(LH−1)4]2− species in solution over the pH range 4–9 was confirmed by the signals present in the ESI-MS spectra,…

Classics Meet Classics: Theoretical and Experimental Studies of Halogen Bonding in Adducts of Platinum(II) 1,5-Cyclooctadiene Halide Complexes with Diiodine, Iodoform, and 1,4-Diiodotetrafluorobenzene

Complexes of PtX2COD (X = Cl, Br, I; COD = 1,5-cyclooctadiene) were cocrystallized with classical halogen-bond donors (CHI3, I2, and 1,4-diiodotetrafluorobenzene (FIB)), resulting in noncovalently ...

Synthesis of C2-Symmetrical Bis-(β-Enamino-Pyran-2,4-dione) Derivative Linked via 1,6-Hexylene Spacer: X-ray Crystal Structures, Hishfeld Studies and DFT Calculations of Mono- and Bis-(Pyran-2,4-diones) Derivatives

The synthesis of C2-symmetrical bis(β-enamino-pyran-2,4-dione) derivative 3 connected via 1,6-hexylene linker was reported for the first time. X-ray structures and Hirshfeld studies of the new bis- β-enamino-pyran-2,4-dione derivative 3 along with two structurally related pyran-2,4-dione derivatives 2a,b were discussed. A comparative analysis of the different intermolecular contacts affecting the crystal stability was presented. Generally, the H…H, O…H, and H…C interactions are common in all compounds and are considered the most abundant contacts. In addition, DFT calculations were used to compute the electronic properties as well as the 1H and 13C NMR spectra of the studied systems. All co…

An experimental and theoretical study of a heptacoordinated tungsten(VI) complex of a noninnocent phenylenediamine bis(phenolate) ligand

Abstract [W(N2O2)(HN2O2)] (H4N2O2 = N,N′-bis(3,5-di-tert-butyl-2-hydroxyphenyl)-1,2-phenylenediamine) with a noninnocent ligand was formed by reaction of the alkoxide precursor [W(eg)3] (eg = the 1,2-ethanediolate dianion) with two equivalents of ligand. The phenol groups on one of the ligands are completely deprotonated and the ligand coordinates in a tetradentate fashion, whereas the other ligand is tridentate with one phenol having an intact OH group. The molecular structure, magnetic measurements, EPR spectroscopy, and density functional theory calculations indicate that the complex is a stable radical with the odd electron situated on the tridentate amidophenoxide ligand. The formal ox…

Synthesis, X-ray structure, Hirshfeld analysis, and DFT studies of a new Pd(II) complex with an anionic s-triazine NNO donor ligand

A new Pd(II) complex, [Pd(Triaz)Cl], with the hydrazono-s-triazine ligand, 2,4-di-tert-butyl-6-((2-(4-morpholino-6-(phenylamino)-1,3,5-triazin-2-yl)hydrazono)methyl)phenol, was synthesized by the reaction of PdCl2 with the organic ligand (1:1) in acetone under isothermal conditions. The molecular structure of the [Pd(Triaz)Cl] complex was determined using FTIR and 1H NMR spectroscopic techniques, and single-crystal X-ray diffraction. Moreover, using Hirshfeld surface analysis, the percentages of the intermolecular interactions were determined. The obtained values were 60.6%, 11.6%, 8.1%, 3.6%, and 5.0% for the H⋯H, C⋯H, O⋯H, N⋯H, and Cl⋯H interactions, respectively. Among them, the O⋯H, C⋯H…

A New Pt(II) Complex with Anionic s-Triazine Based NNO-Donor Ligand: Synthesis, X-ray Structure, Hirshfeld Analysis and DFT Studies

The reaction of PtCl2 with s-triazine-type ligand (HTriaz) (1:1) in acetone under heating afforded a new [Pt(Triaz)Cl] complex. Single-crystal X-ray diffraction analysis showed that the ligand (HTriaz) is an NNO tridentate chelate via two N-atoms from the s-triazine and hydrazone moieties and one oxygen from the deprotonated phenolic OH. The coordination environment of the Pt(II) is completed by one Cl−1 ion trans to the Pt-N(hydrazone). Hirshfeld surface analysis showed that the most dominant interactions are the H···H, H···C and O···H intermolecular contacts. These interactions contributed by 60.9, 11.2 and 8.3% from the…

2-(3,5-Dimethyl-1H-pyrazol-1-yl)-2-hy-droxy-imino-N'-[1-(pyridin-2-yl)ethyl-idene]acetohydrazide.

In the title compound, C14H16N6O2, the dihedral angles formed by the mean plane of the acetohydrazide group [maximum deviation 0.0629 (12) A] with the pyrazole and pyridine rings are 81.62 (6) and 38.38 (4)° respectively. In the crystal, mol­ecules are connected by N—H⋯O and O—H⋯N hydrogen bonds into supra­molecular chains extending parallel to the c-axis direction.

Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers

Abstract The synthesis of two enantiomeric pairs of pyrimidoisoindoles 9a, 9b and 10a, 10b is reported. During a domino ring-closure reaction, followed by cycloreversion, the chirality of diendo-(−)-(1R,2S,3R,4S)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide [(−)-1] was successfully transfered to heterocycles (+)-9a, (+)-10a, (−)-9b, (−)-10b and (−)-10c.

Crystal structure of 2-hy­droxy­imino-2-(pyridin-2-yl)-N'-[1-(pyridin-2-yl)ethyl­idene]acetohydrazide

The mol­ecule of the title compound is approximately planar with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. In the crystal, mol­ecules are linked by bifurcated O—H⋯(O,N) hydrogen bonds, forming inversion dimers, which are in turn linked via C—H⋯O and C—H⋯N hydrogen bonds, forming sheets lying parallel to (502).

Pyridinium bis(pyridine-κN)tetrakis(thiocyanato-κN)ferrate(III)

In the title compound, (C5H6N)[Fe(NCS)4(C5H5N)2], the FeIII ion is coordinated by four thiocyanate N atoms and two pyridine N atoms in a trans arrangement, forming an FeN6 polyhedron with a slightly distorted octahedral geometry. Charge balance is achieved by one pyridinium cation bound to the complex anion via N—H...S hydrogen bonding. The asymmetric unit consists of one FeIII cation, four thiocyanate anions, two coordinated pyridine molecules and one pyridinium cation. The structure exhibits π–π interactions between pyridine rings [centroid–centroid distances = 3.7267 (2), 3.7811 (2) and 3.8924 (2) Å]. The N atom and a neighboring C…

Oxygen Transfer from Trimethylamine N ‐Oxide to Cu I Complexes Supported by Pentanitrogen Ligands

[N,N-bis(1-methyl-2-benzimidazolyl)methyl-N-(bis-2-pyridylmethyl)amine] (L1) and [N,N-bis(2-quinolylmethyl)-N-bis(2-pyridyl)methylamine] (L2) were employed to prepare CuII and CuI complexes for spectroscopic and structural characterization. [L1CuII(H2O)](NO3)2 and [L2CuII(NO3)]NO3 have Jahn–Teller distorted octahedral geometries and give rise to isotropic EPR spectra in frozen solution. [L1CuI(CH3CN)]OTf and [L2CuI(CH3CN)]OTf have distorted trigonal bipyramidal and tetrahedral solid-state structures, respectively. The N-donors display labile behavior in solution, based on variable-temperature 1H NMR studies. Addition of trimethylamine N-oxide (Me3NO) to solutions of [L1CuI(CH3CN)]OTf and [L…

Asymmetric Synthesis of Dihydropyranones with Three Contiguous Stereocenters by an NHC‐Catalyzed Kinetic Resolution

An oxidative NHC-catalyzed kinetic resolution (KR) of racemic mixtures is presented. The developed reaction furnishes tricyclic dihydropyranones with three contiguous stereocenters in excellent dia- and enantioselectivity, with good-to-moderate yields. Mechanistic studies indicate that the rate-determining step of the reaction is the formation of the Breslow intermediate, while the selectivity determining step occurs later in the mechanism. The presented methodology enables rapid synthesis of complex structures in a single step.

Straightforward One-Pot Synthesis of New 4-Phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one Derivatives: X-ray Single Crystal Structure and Hirshfeld Analyses

A straightforward one-pot route for the synthesis of a new 4-phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one is reported form the direct hydrazinolysis of triketo ester and hydrazine hydrate in ethanol. 4-Phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one was subjected to aza-Michael addition and N-alkylation on reaction with a set of alkylating agents in the presence of K2CO3. Hydrazinolysis of 4-phenyl-1,2,5,6-tetraazafluoranthen-3(2H)-one ester to hydrazide and conversion of hydrazide to thiosemicarbazide were successful. X-Ray single crystals analysis and 1H, 13C NMR were used for unambiguous structure confirmation. The O…H, N…H, C…N and C…C in 2, and the N…H, …

Oxidative DNA cleavage mediated by a new unexpected [Pd(BAPP)][PdCl4] complex (BAPP = 1,4-bis(3-aminopropyl)piperazine): crystal structure, DNA binding and cytotoxic behavior

A novel Pd(II) double complex, [Pd(BAPP)][PdCl4], containing the 1,4-bis(3-aminopropyl)piperazine (BAPP) ligand is investigated. X-ray crystallography of a single crystal confirmed the structure of the [Pd(BAPP)][PdCl4] complex. The spectroscopic behavior was also elucidated using elemental analysis, nuclear magnetic resonance and Fourier-transform infrared spectroscopy, and mass spectrometry. The antimicrobial susceptibility of the [Pd(BAPP)][PdCl4] complex against all tested microbial strains was lower than that of the BAPP ligand except for C. albicans. The cytotoxic impacts of the BAPP ligand and its [Pd(BAPP)][PdCl4] complex were evaluated in vitro for HepG2, CaCo-2 and MCF7 cell lines…

2-(3,5-Dimethyl-1H-pyrazol-1-yl)-2-hydroxyimino-N0-[1-(pyridin-2-yl)ethylethylidene]

In the title compound, C14H16N6O2, the dihedral angles formed by the mean plane of the acetohydrazide group [maximum deviation 0.0629 (12) A˚ ] with the pyrazole and pyridine rings are 81.62 (6) and 38.38 (4) respectively. In the crystal, molecules are connected by N—HO and O—HN hydrogen bonds into supramolecular chains extending parallel to the c-axis direction. peerReviewed

Synthesis of phosphine derivatives of [Fe2(CO)6(μ-sdt)] (sdt = SCH2SCH2S) and investigation of their proton reduction capabilities

The reactions of [Fe2(CO)6(μ-sdt)] (1) (sdt = SCH2SCH2S) with phosphine ligands have been investigated. Treatment of 1 with dppm (bis(diphenylphosphino)methane) or dcpm (bis(dicyclohexylphosphino)methane) affords the diphosphine-bridged products [Fe2(CO)4(μ-sdt)(μ-dppm)] (2) and [Fe2(CO)4(μ-sdt)(μ-dcpm)] (3), respectively. The complex [Fe2(CO)4(μ-sdt)(κ2-dppv)] (4) with a chelating diphosphine was obtained by reacting 1 with dppv (cis-1,2-bis(diphenylphosphino)ethene). Reaction of 1 with dppe (1,2-bis(diphenylphosphino)ethane) produces [{Fe2(CO)4(μ-sdt)}2(μ-κ1-dppe)] (5) in which the diphosphine forms an intermolecular bridge between two diiron cluster fragments. Three products were obtaine…

Synthesis and X-ray Crystal Structure Analysis of Substituted 1,2,4-Triazolo [4’,3’:2,3]pyridazino[4,5-b]indole and Its Precursor

The hit compound 1,2,4-triazolo[4’,3’:2,3]pyridazino[4,5-b]indole 3 was synthesized from the reflux of 4-amino-5-indolyl-1,2,4-triazole-3-thione 1 with 4′-bromoacetophenone 2 in methanol catalyzed by concentrated HCl and the desired final molecule was obtained by recrystallization from methanol. The suggested structures of compounds 1 and 3 based on the spectral characterizations were confirmed by X-ray single crystal diffraction analysis. Compound 3 crystallized in the triclinic crystal system and P-1 space group with a = 5.9308(2) Å, b = 10.9695(3) Å, c = 14.7966(4) Å, α = 100.5010(10)°, β = 98.6180(10)°, and γ = 103.8180(10)°. On the other hand, the crystal system of 1 is monoclinic, whe…

A family of heterotetrameric clusters of chloride species and halomethanes held by two halogen and two hydrogen bonds

Two previously reported 1,3,5,7,9-pentaazanona-1,3,6,8-tetraenate (PANT) chloride platinum(II) complexes [PtCl{HNC(R)NCN[C(Ph)C(Ph)]CNC(R)NH}] (R = tBu 1, Ph 2) form solvates with halomethanes 1·1¼CH2Cl2, 1·1⅖CH2Br2, and 2·CHCl3. All these species feature novel complex-solvent heterotetrameric clusters, where the structural units are linked simultaneously by two C–X⋯Cl–Pt (X = Cl, Br) halogen and two C–H⋯Cl–Pt hydrogen bonds. The geometric parameters of these weak interactions were determined using single-crystal XRD, and the natures of the XBs and HBs in the clusters were studied for the isolated model systems (1)2·(CH2Cl2)2, (1)2·(CH2Br2)2, and (2)2·(CHCl3)2 using DFT calculations and Bad…

Olefin-Bond Chemodifferentiation through Cross-Metathesis Reactions: A Stereocontrolled Approach to Functionalized β2,3 -Amino Acid Derivatives

Synthesis, X-ray structure, Hirshfeld analysis, and DFT studies of a new Pd(II) complex with an anionic s-triazine NNO donor ligand

Abstract A new Pd(II) complex, [Pd(Triaz)Cl], with the hydrazono-s-triazine ligand, 2,4-di-tert-butyl-6-((2-(4-morpholino-6-(phenylamino)-1,3,5-triazin-2-yl)hydrazono)methyl)phenol (HTriaz), was synthesized by the reaction of PdCl2 with the organic ligand (1:1) in acetone under isothermal conditions. The molecular structure of the [Pd(Triaz)Cl] complex was determined using FTIR and 1H NMR spectroscopic techniques, and single-crystal X-ray diffraction. Moreover, using Hirshfeld surface analysis, the percentages of the intermolecular interactions were determined. The obtained values were 60.6%, 11.6%, 8.1%, 3.6%, and 5.0% for the H⋯H, C⋯H, O⋯H, N⋯H, and Cl⋯H interactions, respectively. Among …

Attractive halogen···halogen interactions in crystal structure of trans-dibromogold(III) complex

Abstract A synthesis of the trans-dibromogold(III) t-Bu-Xantphos complex and its self-assembly into infinite 1-dimensional chain in the solid state is reported. The new complex characterized using elemental analyses (C, H, N), ESI-MS, 1H and 13C NMR techniques and X-ray diffraction analysis. Results of DFT calculations followed by the topological analysis of the electron density distribution within the framework of QTAIM method at the ωB97XD/DZP-DKH level of theory reveal that strength of attractive intermolecular non-covalent interactions Br···Br in the crystal is 1.2–1.6 kcal/mol.

Manganese carbonyl terpyridyl complexes: their synthesis, characterization and potential application as CO-release molecules

MnI carbonyl terpyridyl complexes have been synthesized and characterized. The tricarbonyl derivative exhibits interesting behaviors for controlled CO-release by both thermal and photosynthetic pathways.

Luminescent PhotoCORMs: Enabling/Disabling CO Delivery upon Blue Light Irradiation.

The new luminescent carbonyl compounds [Mn(Oxa-H)(CO)3Br] (1) and [Mn(Oxa-NMe2)(CO)3Br] (2) were synthesized and fully characterized. Complexes 1 and 2 showed CO release under blue light (λ453). Spectroscopic techniques and TD-DFT and SOC-TD-DFT calculations indicated that 1 and 2 release the Oxa-H and Oxa-NMe2 coligands in addition to the carbonyl ligands, increasing the luminescence during photoinduction.

New Microbe Killers : Self-Assembled Silver(I) Coordination Polymers Driven by a Cagelike Aminophosphine

New Ag(I) coordination polymers, formulated as [Ag(μ-PTAH)(NO3)2]n (1) and [Ag(μ-PTA)(NO2)]n (2), were self-assembled as light- and air-stable microcrystalline solids and fully characterized by NMR and IR spectroscopy, electrospray ionization mass spectrometry (ESI-MS(±), elemental analysis, powder (PXRD) and single-crystal X-ray diffraction. Their crystal structures reveal resembling 1D metal-ligand chains that are driven by the 1,3,5-triaza-7-phospaadamantane (PTA) linkers and supported by terminal nitrate or nitrite ligands; these chains were classified within a 2C1 topological type. Additionally, the structure of 1 features a 1D!2D network extension through intermolecular hydrogen bonds…

Selective Laser Sintering of Metal-Organic Frameworks: Production of Highly Porous Filters by 3D Printing onto a Polymeric Matrix.

Metal‐organic frameworks (MOFs) have raised a lot of interest, especially as adsorbing materials, because of their unique and well‐defined pore structures. One of the main challenges in the utilization of MOFs is their crystalline and powdery nature, which makes their use inconvenient in practice. Three‐dimensional printing has been suggested as a potential solution to overcome this problem. We used selective laser sintering (SLS) to print highly porous flow‐through filters containing the MOF copper(II) benzene‐1,3,5‐tricarboxylate (HKUST‐1). These filters were printed simply by mixing HKUST‐1 with an easily printable nylon‐12 polymer matrix. By using the SLS, powdery particles were fused t…

Iron(III) bis(pyrazol-1-yl)acetate based decanuclear metallacycles: synthesis, structure, magnetic properties and DFT calculations

The synthesis, structural aspects, magnetic interpretation and theoretical rationalizations for a new member of the ferric wheel family, a decanuclear iron(III) complex with the formula [Fe10(bdtbpza)10(μ2-OCH3)20] (1), featuring the N,N,O tridentate bis(3,5-di-tert-butylpyrazol-1-yl)acetate ligand, are reported. The influence of the steric effect on both the core geometry and coordination mode is observed. Temperature dependent (2.0–300 K range) magnetic susceptibility studies carried out on complexes 1 established unequivocally antiferromagnetic (AF) interactions between high-spin iron(III) centers (S = 5/2), leading to a ground state S = 0. The mechanism of AF intramolecular coupling was…

Catalytic Oxidation of Alkanes and Alkenes by H 2 O 2 with a μ‐Oxido Diiron(III) Complex as Catalyst/Catalyst Precursor

A new mu-oxo diiron(III) complex of the lithium salt of the pyridine-based unsymmetrical ligand 3-[(3-{[bis(pyridin-2-ylmethyl)amino]methyl}-2-hydroxy-5-methylbenzyl)(pyridin2-ylmethyl)amino] propanoate (LiDPCPMPP), [Fe-2(mu-O)(LiDPCPMPP)(2)](ClO4)(2), has been synthesized and characterized. The ability of the complex to catalyze oxidation of several alkanes and alkenes has been investigated by using CH3COOH/H2O2 (1:1) as an oxidative system. Moderate activity in cyclohexane oxidation (TOF = 33 h(-1)) and good activity in cyclohexene oxidation (TOF = 72 h(-1)) were detected. Partial retention of configuration (RC = 53%) in cis- and trans-1,2-dimethylcyclohexane oxidation, moderate 3 degrees…

Pyridinium bis(pyridine-jN)tetrakis(thiocyanato-cyanato-jN)ferrate(III)

In the title compound, (C5H6N)[Fe(NCS)4(C5H5N)2], the FeIII ion is coordinated by four thiocyanate N atoms and two pyridine N atoms in a trans arrangement, forming an FeN6 polyhedron with a slightly distorted octahedral geometry. Charge balance is achieved by one pyridinium cation bound to the complex anion via N—HS hydrogen bonding. The asymmetric unit consists of one FeIII cation, four thiocyanate anions, two coordinated pyridine molecules and one pyridinium cation. The structure exhibits – interactions between pyridine rings [centroid–centroid distances = 3.7267 (2), 3.7811 (2) and 3.8924 (2) A˚ ]. The N atom and a neighboring C atom of the pyridinium cation are statistically disordered …

Diversity-Oriented Stereocontrolled Synthesis of Some Piperidine- and Azepane-Based Fluorine-Containing β-Amino Acid Derivatives

AbstractStructural diversity-oriented synthesis of some azaheterocyclic β-amino acid derivatives has been accomplished by selective functionalization of readily available cyclodienes. The stereocontrolled synthetic concept was based on the oxidative ring cleavage of unsaturated cyclic β-amino acids derived from cycloalkadiene, followed by ring closing with double reductive amination, which furnished some conformationally restricted β-amino acid derivatives with a piperidine or azepane core.

Revisited Dual Luminescence of 2,2′-Dipyridylamine Hydrochloride in Solution and Physical Processes behind It

Molecular and supramolecular structures of self-assembled Cu(II) and Co(II) complexes with 4,4’-[6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine-2,4-diyl]dimorpholine ligand

The molecular and supramolecular structures of [Cu(PTM)Cl2]*0.75MeOH (1), [Co(PTM)Cl2]; (2A) and [Co(PTM)Cl2(EtOH)]; (2B) complexes, where PTM is 4,4’-[6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine-2,4-diyl]dimorpholine, were presented. In complexes 1 and 2A, the Cu(II) and Co(II) are tetra-coordinated with a distorted tetrahedral coordination environment. In case of complex 2B, an additional ethanol molecule is found coordinated with Co(II) leading to a highly distorted penta-coordinated Co(II) complex. In all cases, the PTM ligand is acting as a bidentate NN-chelate. Hirshfeld surface analysis indicated the importance of H⋯H (49.0–55.1%), Cl⋯H (18.8–20.5%) and O⋯H (8.3–9.9%) contacts in…

Reaction mechanism of regioisomerization in binuclear (diaminocarbene)PdII complexes

Abstract A series of binuclear PdII carbene complexes were synthesized via the treatment of cis-[PdCl2(CNXyl)2] (1) with benzo-1,3-thiazol-2-amines (2–6) and structurally characterized. In every case the reaction leads to the mixture of two regioisomers, which are able to interconvert. The study of the regioisomerization of the binuclear diaminocarbene species showed that it is a first-order reaction, that is, it occurs intramolecularly, and was analyzed with the Hammett function. Electron-withdrawing substituents in the benzothiazole moiety of the complexes as well as increasing the solvent polarity accelerate the reaction. The solvent donor strength correlates less well with the isomeriza…

"Recognition of a Novel Type X=N-Hal•••Hal' (X = , S, P; Hal = F, Cl, Br, I) Halogen Bonding"

The chlorination of the eight-membered platinum(II) chelates (PtCl2{NHC(NR2)N(Ph)C(NH)- N(Ph)C(NR2)NH}) (R = Me (1); R2 = (CH2)5 (2)) with uncomplexed imino group with Cl2 gives complexes bearing the N−Cl moiety (PtCl4{NHC(NR2)N(Ph)C(NCl)N- (Ph)C(NR2)NH}) (R = Me (3); R2 = (CH2)5 (4)). X-ray study for 3 revealed a novel type intermolecular halogen bonding N−Cl···Cl − , formed between the Cl atom of the chlorinated imine and the chloride bound to the platinum(IV) center. The processing relevant structural data retrieved from the Cambridge Structural Database (CSDB) shows that this type of halogen bonding is realized in 18 more molecular species having XN−Hal moieties (X = C, P, S, V…

X-Ray structure, Hirshfeld analysis and DFT studies of two new hits of triazolyl-indole bearing alkylsulfanyl moieties

Two new hits of triazolyl-indole containing two different alkylsulfanyl analogues named tert-butyl 2-((4-amino-5-(1H-indol-2-yl)-4H-1,2,4-triazol-3-yl)thio)acetate 2, and ethyl 2-((4-amino-5-(1H-indol-2-yl)-4H-1,2,4-triazol-3-yl)thio)acetate 3 were synthesized via reaction of 4-amino-5-(1H-indol-2-yl)-1,2,4-triazol-3(2H)-thione 1 with tert-butyl bromoacetate and ethyl chloroacetate in the presence of base (Et3N). The molecular structure of 2, and 3 was confirmed by single-crystal X-ray diffraction and 1H/13C- NMR spectroscopic techniques. In compound 2, the molecular packing depends on significant O...H (9.3%), N...H (12.4%) and S...H (3.1%) as well as relatively weak C...H (14.1%), S...C (…

Preparation of Highly Porous Carbonous Electrodes by Selective Laser Sintering

Selective laser sintering (SLS) 3D printing was utilized to fabricate highly porous carbonous electrodes. The electrodes were prepared by using a mixture of fine graphite powder and either polyamide-12, polystyrene, or polyurethane polymer powder as SLS printing material. During the printing process the graphite powder was dispersed uniformly on the supporting polymer matrix. Graphite’s concentration in the mixture was varied between 5 and 40 wt % to find the correlation between the carbon content and conductivity. The graphite concentration, polymer matrix, and printing conditions all had an impact on the final conductivity. Due to the SLS printing technique, all the 3D printed electrodes …

Pyridinium bis(pyridine-κN)tetrakis(thiocyanato-κN)ferrate(III) -pyrazine-2-carbonitrile-pyridine (1/4/1)

In the title compound, (C5H6N)[Fe(NCS)4(C5H5N)2]·4C5H3N3·C5H5N, the Fe(III) ion is located on an inversion centre and is six-coordinated by four N atoms of the thio-cyanate ligands and two pyridine N atoms in a trans arrangement, forming a slightly distorted octa-hedral geometry. A half-occupied H atom attached to a pyridinium cation forms an N-H⋯N hydrogen bond with a centrosymmetrically-related pyridine unit. Four pyrazine-2-carbo-nitrile mol-ecules crystallize per complex anion. In the crystal, π-π stacking inter-actions are present [centroid-centroid distances = 3.6220 (9), 3.6930 (9), 3.5532 (9), 3.5803 (9) and 3.5458 (8) Å].

Considering lithium-ion battery 3D-printing via thermoplastic material extrusion and polymer powder bed fusion

In this paper, the ability to 3D print lithium-ion batteries through thermoplastic material extrusion and polymer powder bed fusion is considered. Focused on the formulation of positive electrodes composed of polypropylene, LiFePO4 as active material, and conductive additives, advantages and drawbacks of both additive manufacturing technologies, are thoroughly discussed from the electrochemical, electrical, morphological and mechanical perspectives. Based on these preliminary results, strategies to further optimize the electrochemical performances are proposed. Through a comprehensive modeling study, the enhanced electrochemical suitability at high current densities of various complex three…

Synthesis and characterization of ferrocene-based Schiff base and ferrocenecarboxaldehyde oxime and their adsorptive removal of methyl blue from aqueous solution

The ferrocene-based Schiff base 3 was synthetized by reaction of ferrocenecarboxaldehyde 1 with 4-aminoantipyrine 2. However, the reaction of 1 with hydroxylamine affords ferrocenecarboxaldehyde oxime 4. Compounds 3 and 4 were fully characterized by IR, 1H, 13C and DEPT-135 NMR spectroscopy, elemental analyses and also by single crystal X-ray diffraction. Compounds 3 and 4 were used to remove anionic methyl blue dye from wastewater. The results established that both compounds have high adsorption capacity towards methyl blue. Langmuir adsorption capacity of compound 4 (464 mmol/g) is much higher than that of compound 3 (193 mmol/g) at 25 °C. The kinetics data was fitted well pseudo-second-o…

s ‐Triazine pincer ligands: Synthesis of their metal complexes, coordination behavior, and applications

Synthesis, structure and in vitro anticancer activity of Pd(II) complexes of mono- and bis-pyrazolyl-s-triazine ligands

Abstract The square planar complexes [Pd(MPT)Cl2] (1) and [Pd(BPT)Cl]ClO4 (2) were synthesized by the reaction of the 4,4′-(6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine-2,4-diyl)dimorpholine (MPT) and N-methyl-N-phenyl-4,6-di(1H-pyrazol-1-yl)-1,3,5-triazin-2-amine (BPT) ligands with PdCl2 (1:1) in acetone under thermal conditions, respectively. In complex 1, the Pd(II) ion is coordinated with the MPT ligand as a bidentate NN-chelate, augmented with two chloride ligands in cis positions. In complex 2, the Pd(II) ion is coordinated with the BPT ligand as a tridentate N-chelate in a pincer fashion, together with one chloride ligand. Hirshfeld analysis indicated that complex 1 is packed with…

Synthesis and Antiproliferative Activity of a New Series of Mono- and Bis(dimethylpyrazolyl)-s-triazine Derivatives Targeting EGFR/PI3K/AKT/mTOR Signaling Cascades

Here, we synthesized a newseries of mono- and bis(dimethylpyrazolyl)-s-triazine derivatives. The synthetic methodology involved the reaction of different mono- and dihydrazinyl-s-triazine derivatives with acetylacetone in the presence of triethylamine to produce the corresponding target products in high yield and purity. The antiproliferative activity of the novel mono- and bis(dimethylpyrazolyl)-s-triazine derivatives was studied against three cancer cell lines, namely, MCF-7, HCT-116, and HepG2. N-(4-Bromophenyl)-4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-morpholino-1,3,5-triazin-2-amine 4f, N-(4-chlorophenyl)-4,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazin-2-amine 5c, and 4,6-bis(3,5-dimethy…

Synthesis and characterization of a new spirooxindole grafted pyrrolidino/piperidine moiety

In this text, we synthesized and characterized a new spirooxindole grafted pyrrolidino/piperidine moieties. The new hit obtained via one-pot reaction of the chalcone based cyclohexanone with the isatin and (R)-piperidine-2-carboxylic acid in MeOH under reflux for 48 h. The compound exclusively obtained in regio-selective and diastereo-selective manner. The chemical feature of the target compound is confirmed by 1H NMR and 13C NMR spectroscopy. In addition, we reported for the first time the X-ray single crystal structure of isatin. Its molecular packing  depends mainly on strong O…H hydrogen bonds and π-π stacking interactions as well as weak H…H and H…C contacts. Using DFT calculations, is…

A novel 2D coordination network built from hexacopper(i)-iodide clusters and cagelike aminophosphine blocks for reversible “turn-on” sensing of aniline

A new copper(I) coordination polymer [Cu6(μ3-I)6(μ3-PTAO)2]n (1) was prepared from copper(I) iodide and 1,3,5-triaza-7-phosphaadamantane-7-oxide (PTAO). The crystal structure of 1 reveals an intricate 2D coordination network constructed from the hexacopper(I)-iodide [Cu6(μ3-I)6] cluster units with the 4M6-1 topology interlinked by the μ3-PTAO spacers. An overall 2D layer network can be simplified to a binodal 3,6-connected net with the kgd topology. A derived 1@paper material was prepared by impregnating compound 1 onto a filter paper. Detailed investigation of the luminescence properties for 1 and 1@paper in the solid state revealed a remarkable ability of both materials to sense aniline m…

Stereocontrolled Synthesis of Fluorine-Containing Piperidine γ-Amino Acid Derivatives

New Microbe Killers: Self-Assembled Silver(I) Coordination Polymers Driven by a Cagelike Aminophosphine

New Ag(I) coordination polymers, formulated as [Ag(&micro

Catalytic epoxidation using dioxidomolybdenum(VI) complexes with tridentate aminoalcohol phenol ligands

Reaction of the tridentate aminoalcohol phenol ligands 2,4-di-tert-butyl-6-(((2 hydroxyethyl)(methyl)amino)methyl)phenol (H2L1) and 2,4-di-tert-butyl-6-(((1-hydroxybutan-2-yl)amino)methyl)phenol (H2L2) with [MoO2(acac)2] in methanol solutions resulted in the formation of [MoO2(L1)(MeOH)] (1) and [MoO2(L2)(MeOH)] (3), respectively. In contrast, the analogous reactions in acetonitrile afforded the dinuclear complexes [Mo2O2(μ-O)2(L1)2] (2) and [Mo2O2(μ-O)2(L2)2] (4). The corresponding reactions with the potentially tetradentate ligand 3-((3,5-di-tert-butyl-2-hydroxybenzyl)(methyl)amino)propane-1,2-diol (H3L3) led to the formation of the mononuclear complex [MoO2(L3)(MeOH)] (5) in methanol whi…

The S … Hal and Se … Hal chalcogen bonding in a series of thiourea, selenourea and their derivatives

The chalcogen bonding (ChB) in a series of thiourea, selenourea and their derivatives has been investigated in the present paper. Thus, selenourea and dimethylselenourea undergo dimerization and trimerization processes in the presence of various halogen species (1–5). Selenourea and dimethylselenourea form trimers 3–4 in the presence of lighter halogens (chlorine and bromine) through Se⋯Se chalcogen bonding. When moving to heavier halogen (iodine), the dimers 1–2 are formed. Thiourea and its derivatives also tend to make very strong S⋯S bonds and form dimers in the case of lighter halogens chlorine and bromine (compounds 6–7). However, the monomers separated by the iodine species are formed…

Front Cover: Stereocontrolled Synthesis of Fluorine-Containing Piperidine γ-Amino Acid Derivatives (Eur. J. Org. Chem. 12/2019)

Thiophene based imino-pyridyl palladium(II) complexes : Synthesis, molecular structures and Heck coupling reactions

The new compounds (5-methyl-2-thiophene-2-pyridyl(R))imine [R = methyl (L1); R = ethyl (L2)] and (5-bromo-2-thiophene-2-pyridyl(R)imine [R = methyl (L3); R = ethyl (L4)] were successfully synthesized via Schiff base condensation reaction and obtained in good yields. These potential ligands were reacted with [PdCl2(COD)] and [PdClMe(COD)] to give the corresponding complexes [PdCl2(L)] (L = L1-L4; 1–4) and [PdClMe(L)] (L = L1-L4; 5–8). All compounds were characterized by IR, 1H and 13C NMR spectroscopy, elemental analysis and mass spectrometry. The molecular structures of 1, 2, 6 and 8 were confirmed by X-ray crystallography. The complexes were evaluated as catalyst precursors for standard He…

Identification and H(D)-bond energies of C-H(D)Cl interactions in chloride-haloalkane clusters: a combined X-ray crystallographic, spectroscopic, and theoretical study.

The cationic (1,3,5-triazapentadiene)Pt(II) complex [Pt{NH[double bond, length as m-dash]C(N(CH2)5)N(Ph)C(NH2)[double bond, length as m-dash]NPh}2]Cl2 ([]Cl2) was crystallized from four haloalkane solvents giving [][Cl2(CDCl3)4], [][Cl2(CHBr3)4], [][Cl2(CH2Cl2)2], and [][Cl2(C2H4Cl2)2] solvates that were studied by X-ray diffraction. In the crystal structures of [][Cl2(CDCl3)4] and [][Cl2(CHBr3)4], the Cl(-) ion interacts with two haloform molecules via C-DCl(-) and C-HCl(-) contacts, thus forming the negatively charged isostructural clusters [Cl(CDCl3)2](-) and [Cl(CHBr3)2](-). In the structures of [][Cl2(CH2Cl2)2] and [][Cl2(C2H4Cl2)2], cations [](2+) are linked to a 3D-network by a syste…

Diammine{N-[2-(hydroxyimino)propionyl]-N'-[2-(oxidoimino)propionyl]propane-1,3-diaminido-κ4 N,N',N'',N'''}iron(III)

In the title compound, [Fe(C9H13N4O4)(NH3)2], the FeIII atom, lying on a mirror plane, is coordinated by four N atoms of a triply deprotonated tetradentate N-[2-(hydroxyimino)- propionyl]-N0 -[2-(oxidoimino)propionyl]propane-1,3-diaminide ligand in the equatorial plane and two N atoms of two ammonia molecules at the axial positions in a distorted octahedral geometry. A short intramolecular O—HO hydrogen bond between the cis-disposed oxime O atoms stabilizes the pseudo-macrocyclic configuration of the ligand. In the crystal, molecules are linked by N—HO hydrogen bonds into a three-dimensional network. The ligand has a mirror-plane symmetry. One of the methylene groups of the propane bridge i…

Noncovalent axial I∙∙∙Pt∙∙∙I interactions in platinum(II) complexes strengthen in the excited state

Abstract Coordination compounds of platinum(II) participate in various noncovalent axial interactions involving metal center. Weakly bound axial ligands can be electrophilic or nucleophilic; however, interactions with nucleophiles are compromised by electron density clashing. Consequently, simultaneous axial interaction of platinum(II) with two nucleophilic ligands is almost unprecedented. Herein, we report structural and computational study of a platinum(II) complex possessing such intramolecular noncovalent I⋅⋅⋅Pt⋅⋅⋅I interactions. Structural analysis indicates that the two iodine atoms approach the platinum(II) center in a “side‐on” fashion and act as nucleophilic ligands. According to c…

Bipyridine based metallogels: an unprecedented difference in photochemical and chemical reduction in the in situ nanoparticle formation

Metal co-ordination induced supramolecular gelation of low molecular weight organic ligands is a rapidly expanding area of research due to the potential in creating hierarchically self-assembled multi-stimuli responsive materials. In this context, structurally simple O-methylpyridine derivatives of 4,4′-dihydroxy-2,2′-bipyridine ligands are reported. Upon complexation with Ag(I) ions in aqueous dimethyl sulfoxide (DMSO) solutions the ligands spontaneously form metallosupramolecular gels at concentrations as low as 0.6 w/v%. The metal ions induce the self-assembly of three dimensional (3D) fibrillar networks followed by the spontaneous in situ reduction of the Ag-centers to silver nanopartic…

Influence of Substituents in the Aromatic Ring on the Strength of Halogen Bonding in Iodobenzene Derivatives

Halogen bonding properties of 3,4,5-triiodobenzoic acid (1, 2), 1,2,3-triiodobenzene (3), pentaiodobenzoic acid ethanol solvate (4), hexaiodobenzene (5a, 5b, 5c), 2,4-diiodoaniline (6), 4-iodoaniline (7), 2-iodoaniline (8), 2-iodophenol (9), 4-iodophenol (10), 3-iodophenol (11) and 2,4,6-triiodophenol (12) has been studied. The results suggested that substituents other than halogen in aromatic ring affect XB properties of iodine substituents in ortho-, meta- and para-positions. The effect depends on the electron-withdrawing/electron-donating properties of the substituent. Thus, electron-withdrawing substituents with negative mesomeric effect favor m-iodines to act as XB donors and o- and p-…

Oxygen atom transfer catalysis by dioxidomolybdenum(VI) complexes of pyridyl aminophenolate ligands

Abstract A series of new cationic dioxidomolybdenum(VI) complexes [MoO2(Ln)]PF6 (2–5) with the tripodal tetradentate pyridyl aminophenolate ligands HL2-HL5 have been synthesized and characterized. Ligands HL2-HL4 carry substituents in the 4-position of the phenolate ring, viz. Cl, Br and NO2, respectively, whereas the ligand HL5, N-(2-hydroxy-3,5-di-tert-butylbenzyl)-N,N-bis(2-pyridylmethyl)amine, is a derivative of 3,5-di-tert-butylsalicylaldehyde. X-ray crystal structures of complexes 2, 3 and 5 reveal that they have a distorted octahedral geometry with the bonding parameters around the metal centres being practically similar. Stoichiometric oxygen atom transfer (OAT) properties of 5 with…

Regio- and stereoselective synthesis of spiro-heterocycles bearing the pyrazole scaffold via [3+2] cycloaddition reaction

Abstract Herein we reported the utility of one-pot multicomponent based [3+2] cycloaddition reaction transformation to prepare a new two hybrids of spirooxindoles engrafted with pyrazole skeleton. Upon treatment of the electron-deficient olefins based pyrazole motif with in situ the generated azomethine ylides (AY) of sarcosine with the 6-chloro-isatin afforded spiroadducts. To enlighten the regio- and diastereo-selectivity of these spiroheterocycles, single crystal X-ray diffraction analysis was presented. Using Hirshfeld calculations, many short distance contacts such as O…H, Cl…H, N…H, H…C, C…C and Cl…S have a great impact on the molecular packing and the crystal stability of 8a and 8b. …

Weak aurophilic interactions in a series of Au(III) double salts.

In this work, several new examples of rare AuIII⋯AuIII aurophilic contacts are reported. A series of gold(III) double salts and complexes, viz. [AuX2(L)][AuX4] (L = 2,2′-bipyridyl, X = Cl 1, Br 2; L = 2,2′-bipyrimidine, X = Cl 3, Br 4; L = 2,2′-dipyridylamine, X = Cl 5, Br 6), [AuX3(biq)] (biq = 2,2′-biquinoline, X = Cl 7, Br 8), [LH][AuX4] (L = 2,2′-bipyridyl, X = Cl 9; L = 2,2′-bipyrimidine, X = Cl 12; L = 2,2′-dipyridylamine, X = Cl 14, Br 15; L = 2,2′-biquinoline, X = Cl 17, Br 18), [AuBr2(bpy)]2[AuBr4][AuBr2] 10, [AuCl2(bpm)][AuCl2] 11, (bpmH)2[AuBr4][AuBr2] 13, and (dpaH)[AuBr2] 16 (1, 2, and 7 were reported earlier) was synthesized by coordination of a particular ligand to the AuIII …

Concerted halogen and hydrogen bonding in [RuI2(H2dcbpy)(CO)2]···I2···(CH3OH)···I2···[RuI2(H2dcbpy)(CO)2].

A new type of concerted halogen bond-hydrogen bond interaction was found in the solid state structure of [RuI(2)(H(2)dcbpy)(CO)(2)]···I(2)···(MeOH)···I(2)···[RuI(2)(H(2)dcbpy)(CO)(2)]. The iodine atoms of the two I(2) molecules interact simultaneously with each other and with the OH group of methanol of crystallization. The interaction was characterized by single crystal X-ray measurements and by computational charge density analysis based on DFT calculations.

A Domino Ring‐Closure Followed by Retro‐Diels–Alder Reaction for the Preparation of Pyrimido[2,1‐ a ]isoindole Enantiomers

A simple method was developed to prepare pyrimido[2,1-a]isoindole derivatives by using di-endo- and di-exo-ethyl 3-aminobicyclo[2.2.1]hept-5-ene-2-carboxylate enantiomers as chiral sources. The method is based on a domino ring-closure reaction of norbornene 2-aminohydroxamic acid followed by microwave-induced retro-Diels–Alder reaction. In the case of enantiomeric starting substances, the chirality is transferred from norbornene derivatives to pyrimido[2,1-a]isoindoles. The configurations of the synthesized compounds were determined by 1D and 2D NMR spectroscopy [based on 2D NOE cross-peaks and 3JH,H coupling constants] and X-ray crystallography.

Straightforward Regio- and Diastereoselective Synthesis, Molecular Structure, Intermolecular Interactions and Mechanistic Study of Spirooxindole-Engrafted Rhodanine Analogs

Straightforward regio- and diastereoselective synthesis of bi-spirooxindole-engrafted rhodanine analogs 5a–d were achieved by one-pot multicomponent [3 + 2] cycloaddition (32CA) reaction of stabilized azomethine ylide (AYs 3a–d) generated in situ by condensation of L-thioproline and 6-chloro-isatin with (E)-2-(5-(4-chlorobenzylidene)-2,4-dioxothiazolidin-3-yl)-N-(2-morpholinoethyl)acetamide. The bi-spirooxindole-engrafted rhodanine analogs were constructed with excellent diastereo- and regioselectivity along with high chemical yield. X-ray crystallographic investigations for hybrid 5a revealed the presence of four contiguous stereocenters related to C11, C12, C19 and C22 of the spiro struct…

Crystal structure of trans-di­chloridobis­[N-(5,5-di­methyl-4,5-di­hydro-3H-pyrrol-2-yl-κN)acetamide]palladium(II) dihydrate

The title complex, [PdCl2(C8H14N2O)2]2H2O, was obtained by N–O bond cleavage of the oxadiazoline rings of the trans-[dichlorido-bis(2,5,5-trimethyl- 5,6,7,7a-tetrahydropyrrolo[1,2-b][1,2,4]oxadiazole-N1 )]palladium(II) complex. The palladium(II) atom exhibits an almost square-planar coordination provided by two trans-arranged chloride anions and a nitrogen atom from each of the two neutral organic ligands. In the crystal, N—HO, O—HO and O—HCl hydrogen bonds link complex molecules into double layers parallel to the bc plane. peerReviewed

The H2C(X)–X•••X– (X = Cl, Br) Halogen Bonding of Dihalomethanes

The dihalomethane–halide H2C(X)–X···X– (X = Cl, Br) halogen bonding was detected in a series of the cis-[PdX(CNCy){C(NHCy)═NHC6H2Me2NH2}]X•CH2X2 (X = Cl, Br) associates by single-crystal XRD followed by DFT calculations. Although ESP calculations demonstrated that the σ-hole of dichloromethane is the smallest among all halomethane solvents (the maximum electrostatic potential is only 2.6 kcal/mol), the theoretical DFT calculations followed by Bader’s QTAIM analysis (M06/DZP-DKH level of theory) confirmed the H2C(X)–X···X– halogen bond in both the solid-state and gas-phase optimized geometries. The estimated bonding energy in H2C(X)–X···X– is in the 1.9–2.8 kcal/mol range.

Co(II)-mediated synthesis of 2-carbamimidoylbenzoates and isoindole-1,3-diaminates

Abstract Phthalonitrile, acetoxime and cobalt(II) nitrate hexahydrate are combined in acetone with formation of stable and easy to handle Co(II) complex [Co{C6H4C(NH2)NC(ONCMe2)2}2](NO3)2 (1). Interaction of 1 with excess alcohols ROH (also used as solvents) and 2 equiv of (NH4)2S leads, in one-step, to alkyl 2-carbamimidoylbenzoate nitrates [C6H4COOR{2-C(NH2)2}]NO3 [R=CH3, C2H5, C3H7, CH(CH3)2]. Similarly, N1,N3-dialkyl-1H-isoindole-1,3-diaminate nitrates [C6H4C(NR′)NC(NR′)]NO3 [R=C3H7, C4H9, C(CH3)3, CH2CH2OH, CH2CH2SC2H5) can be directly produced from 1 by its reaction with 4 equiv of amines and 2 equiv of (NH4)2S in alcoholic media.

A new copper chloride chain by supported hydrogen bonding

In the current paper we introduce a new type of Cu–Cl polymer ([H2bipip]2+[CuCl3]2−)n. In this polymer the trigonal CuCl3 units are covalently linked via chloride bridges. The structure is supported by the bipiperidinium cation ([H2bipip]2+) via hydrogen bonds. The cation plays an essential role in formation of the polymeric structure. The closely related piperazinium (H2pip)2+ cation also leads to a hydrogen bonded assembly of CuCl3 ([H2pip]2+[CuCl3]2−), but a covalently bound polymer was not obtained.

[3 + 2] Cycloadditions in Asymmetric Synthesis of Spirooxindole Hybrids Linked to Triazole and Ferrocene Units: X-ray Crystal Structure and MEDT Study of the Reaction Mechanism

Derivatization of spirooxindole having triazole and ferrocene units was achieved by the [3 + 2] cycloaddition (32CA) reaction approach. Reacting the respective azomethine ylide (AY) intermediate generated in situ with the ethylene derivative produced novel asymmetric cycloadducts with four contiguous asymmetric carbons in an overall high chemical yield with excellent regioselectivity and diastereoselectivity. X-Ray single-crystal structure analyses revealed, with no doubt, the success of the synthesis of the target compounds. The 32CA reaction of AY 5b with ferrocene ethylene 1 has been studied within MEDT. This 32CA reaction proceeds via a two-stage one-step mechanism involving a high asyn…

A Novel Na(I) Coordination Complex with s-Triazine Pincer Ligand: Synthesis, X-ray Structure, Hirshfeld Analysis, and Antimicrobial Activity

The pincer ligand 2,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,3,5-triazine (bpmt) was used to synthesize the novel [Na(bpmt)2][AuCl4] complex through the self-assembly method. In this complex, the Na(I) ion is hexa-coordinated with two tridentate N-pincer ligands (bpmt). The two bpmt ligand units are meridionally coordinated to Na(I) via one short Na-N(s-triazine) and two slightly longer Na-N(pyrazole) bonds, resulting in a distorted octahedral geometry around the Na(I) ion. In the coordinated bpmt ligand, the s-triazine core is not found to be coplanar with the two pyrazole moieties. Additionally, the two bpmt units are strongly twisted from one another by 64.94°. Based on Hirshf…

Water oxidation catalyzed by molecular di- and nonanuclear Fe complexes: importance of a proper ligand framework.

The synthesis of two molecular iron complexes, a dinuclear iron(III,III) complex and a nonanuclear iron complex, based on the di-nucleating ligand 2,2-(2-hydroxy-5-methyl-1,3-phenylene)bis(1H-benzo[d]imidazole-4-carboxylic acid) is described. The two iron complexes were found to drive the oxidation of water by the one-electron oxidant [Ru(bpy)(3)](3+). Funding Agencies|Knut and Alice Wallenberg Foundation; Swedish Research Council [621-2013-4872]; Carl Trygger Foundation; DFG (Metal Sites in Biomolecules: Structures, Regulation and Mechanisms) [IRTG 1422]; Swedish Energy Agency

New Bioprecursor Prodrugs of Sulfadiazine: Synthesis, X-ray Structure and Hirshfeld Analysis

Sulphonamide motif is found extensively in numerous chemotherapeutic drug candidates, it acts by stopping the production of folate inside the bacterial cell. Current research has established the synthesis and characterization of new bioprecursor prodrugs of sulfadiazine. The first prodrug, 3, was synthesized via the coupling of diazonium salt of sulfadiazine with ethyl acetoacetate in AcONa at 0 °C. The second prodrug, sulfadiazine-pyrazole, 5, was furnished via cyclocondensation of the hydrazono derivative, 3, and 2-pyridyl hydrazine, 4. The generated data from the X-ray analysis is interpreted and refined to obtain the crystal structure of the target compound, 5. Density functional th…

Synthesis and biological evaluation of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine and its cycloalkane and cycloalkene condensed analogues

Derivatives of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepinone and its cycloalkane and cycloalkene condensed analogues have been conveniently synthesized through a three-step reaction sequence. An atom-economical, one-pot, three-step cascade process engaging five reactive centers (amide, amine, carbonyl, azide, and alkyne) has been performed for the synthesis of alicyclic derivatives of quinazolinotriazolobenzodiazepine using cyclohexane, cyclohexene, and norbornene β-amino amides. The stereochemistry and relative configurations of the synthesized compounds were determined by 1D and 2D NMR spectroscopy and X-ray crystallography. The reaction was also perfor…

Halogen bonding—a key step in charge recombination of the dye-sensitized solar cell

The halogen bonding between [Ru(dcbpy)(2)(SCN)(2)] dye and I(2) molecule has been studied. The ruthenium complex forms a stable [Ru(dcbpy)(2)(SCN)(2)]···I(2)·4(CH(3)OH) adduct via S···I interaction between the thiocyanate ligand and the I(2) molecule. The adduct can be seen as a model for one of the key intermediates in the regeneration cycle of the oxidized dye by the I(-)/I(3)(-) electrolyte in dye sensitized solar cells.

Spin Crossover in Fe(II)–M(II) Cyanoheterobimetallic Frameworks (M = Ni, Pd, Pt) with 2-Substituted Pyrazines

Discovery of spin-crossover (SCO) behavior in the family of Fe(II)-based Hofmann clathrates has led to a "new rush" in the field of bistable molecular materials. To date this class of SCO complexes is represented by several dozens of individual compounds, and areas of their potential application steadily increase. Starting from Fe(2+), square planar tetracyanometalates M(II)(CN)4(2-) (M(II) = Ni, Pd, Pt) and 2-substituted pyrazines Xpz (X = Cl, Me, I) as coligands we obtained a series of nine new Hofmann clathrate-like coordination frameworks. X-ray diffraction reveals that in these complexes Fe(II) ion has a pseudo-octahedral coordination environment supported by four μ4-tetracyanometallat…

Synthesis and Structure Elucidation of Novel Spirooxindole Linked to Ferrocene and Triazole Systems via [3 + 2] Cycloaddition Reaction

In the present work, a novel heterocyclic hybrid of a spirooxindole system was synthesized via the attachment of ferrocene and triazole motifs into an azomethine ylide by [3 + 2] cycloaddition reaction protocol. The X-ray structure of the heterocyclic hybrid (1″R,2″S,3R)-2″-(1-(3-chloro-4-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carbonyl)-5-methyl-1″-(ferrocin-2-yl)-1″,2″,5″,6″,7″,7a″-hexahydrospiro[indoline-3,3″-pyrrolizin]-2-one revealed very well the expected structure, by using different analytical tools (FTIR and NMR spectroscopy). It crystallized in the triclinic-crystal system and the P-1-space group. The unit cell p…

Intermolecular hydrogen bonding H···Cl in crystal structure of palladium(II)-bis(diaminocarbene) complex

Abstract The reaction of bis(isocyanide)palladium complex cis-[PdCl2(CNXyl)2] (Xyl=2,6-Me2C6H3) with excess of 4,5-dichlorobenzene-1,2-amine in a C2H4Cl2/MeOH mixture affords monocationic bis(diaminocarbene) complex cis-[PdClC{(NHXyl)=NHC6H2Cl2 NH2}{C(NHXyl)=NHC6H2Cl2NH2}]Cl (3) in moderate yield (42%). Complex 3 exists in the solid phase in the H-bonded dimeric associate of two single charged organometallic cations and two chloride anions according to X-ray diffraction data. The Hirshfeld surface analysis for the X-ray structure of 3 reveals that the crystal packing is determined primarily by intermolecular contacts H–Cl, H–H, and H–C. The intermolecular hydrogen bonds N–H···Cl and C–H···C…

Synthesis, molecular structure, spectroscopic properties and stability of (Z)-N-methyl-C-2,4,6-trimethylphenylnitrone.

Abstract New N-methyl-C-2,4,6-trimethylphenylnitrone 1 has been synthesized starting from N-methylhydroxylamine and mesitaldehyde. The product was fully characterized using different spectroscopic techniques; FTIR, NMR, UV–Vis, high resolution mass spectrometry and X-ray diffraction. The relative stability and percent of population of its two possible isomers (E and Z) were calculated using the B3LYP/6-311++G(d,p) method in gas phase and in solution. In agreement with the X-ray results, it was found that Z-isomer is the most stable one in both gas phase and solution. The molecular geometry, vibrational frequencies, gauge-including atomic orbital (GIAO), and chemical shift values were also c…

Synthesis and characterization of ferrocene-based Schiff base and ferrocenecarboxaldehyde oxime and their adsorptive removal of methyl blue from aqueous solution

Abstract The ferrocene-based Schiff base 3 was synthetized by reaction of ferrocenecarboxaldehyde 1 with 4-aminoantipyrine 2. However, the reaction of 1 with hydroxylamine affords ferrocenecarboxaldehyde oxime 4. Compounds 3 and 4 were fully characterized by IR, 1H, 13C and DEPT-135 NMR spectroscopy, elemental analyses and also by single crystal X-ray diffraction. Compounds 3 and 4 were used to remove anionic methyl blue dye from wastewater. The results established that both compounds have high adsorption capacity towards methyl blue. Langmuir adsorption capacity of compound 4 (464 mmol/g) is much higher than that of compound 3 (193 mmol/g) at 25 °C. The kinetics data was fitted well pseudo…

The Se … Hal halogen bonding: Co-crystals of selenoureas with fluorinated organohalides

Abstract Synthesis and structural characterization of binary co-crystals 1–4 is reported in the present paper. Selenourea and 1,1-dimethylselenourea were used as selenium-containing halogen bond (XB) acceptors and iodopentafluorobenzene (IPFB), 1,4-diiodotetrafluorobenzene (1,4-DIFB) and 1,4-dibromotetrafluorobenzene (1,4-DBrFB) as XB donors. A comparative analysis of the similar binary co-crystals of selenourea and thiourea with a halogen donor revealed that Se … Hal halogen bonds are up to 13.12% shorter than the sum of vdW radii, while in case of S … Hal halogen bonds this value is 11.4%. Therefore, selenium tends to form stronger bonds with halogens than sulfur does. Comparisons of XB i…

Crystal structure of the borabenzene–2,6-lutidine adduct

In the title compound, C12H14BN, the complete molecule is generated by a crystallographic twofold axis, with two C atoms, the B atom and the N atom lying on the rotation axis. The dihedral angle between the borabenzene and pyridine rings is 81.20 (6)°. As well as dative electron donation from the N atom to the B atom [B—N = 1.5659 (18) Å], the methyl substituents on the lutidine ring shield the B atom, which further stabilizes the molecule. In the crystal, weak aromatic π–π stacking between the pyridine rings [centroid–centroid separation = 3.6268 (9) Å] is observed, which generates [001] columns of molecules.

Spectroscopic, crystal structural, theoretical and biological studies of phenylacetohydrazide Schiff base derivatives and their copper complexes

Two phenylacetohydrazide Schiff base derivatives: N’-(1-(2-hydroxyphenyl)ethylidene)-2-phenylacetohydrazide, HL1, and N’-((1-hydroxynaphthalen-2-yl)methylene)-2-phenylacetohydrazide, HL2, were synthesized. HL1 dimerizes in presence of HCl, probably via radical mechanism to give (2,2’-((1E)-hydrazine-1,2-diylidenebis(ethan-1-yl-1-ylidene))diphenol (DIM). Thermal reactions of Cu(II) ions with the two Schiff base ligands resulted in formation of the binuclear complexes [(CuL1)2] and [(CuL2)2]. The stoichiometry and structures of the reported compounds were investigated by several spectroscopic and analytical techniques. The structure of the HL1 ligand and its complex [(CuL1)2] as well as the D…

Di-chlorido-[N-(N,N-di-methyl-carbamimido-yl)-N',N',4-tri-methyl-benzohydrazonamide]-platinum(II) nitro-methane hemisolvate.

In the title compound, [PtCl2(C13H21N5)]·0.5CH3NO2, the PtIIatom is coordinated in a slightly distorted square-planar geometry by two Cl atoms and two N atoms of the bidentate ligand. The (1,3,5-triazapentadiene)PtIImetalla ring is slightly bent and does not conjugate with the aromatic ring. In the crystal, N—H...Cl hydrogen bonds link the complex molecules, forming chains along [001]. The nitromethane solvent molecule shows half-occupancy and is disordered over two sets of sites about an inversion centre.

Angular Regioselectivity in the Reactions of 2-Thioxopyrimidin-4-ones and Hydrazonoyl Chlorides : Synthesis of Novel Stereoisomeric Octahydro[1,2,4]triazolo[4,3-a]quinazolin-5-ones

The regioselective synthesis of cis and trans stereoisomers of variously functionalized octahydro[1,2,4]triazolo[4,3-a]quinazolin-5-ones was performed. The 2-thioxopyrimidin-4-ones used in the synthesis reacted with hydrazonoyl chlorides in a regioselective manner to produce the angular regioisomers [1,2,4]triazolo[4,3-a]quinazolin-5-ones rather than the linear isomers [1,2,4]triazolo[4,3-a]quinazolin-5-ones. The synthesis process took place with electronic control. The angular regiochemistry of the products was confirmed by X-ray experiments and two-dimensional NMR studies.

Sensitizer exchange dynamics in air and solvent filled semiconductor nanocavities

Multiple dye binding sites and their exchange in equilibrium in air and solvent filled sensitized titanium oxide nanocavities were identified by 2DIR spectroscopy. Binding geometry and flexibility may influence electron injection efficiency of solar cells.

Photoluminescence in Carborane–Stilbene Triads : A Structural, Spectroscopic, and Computational Study

A set of triads in which o- and m-carborane clusters are bonded to two stilbene units through Ccluster -CH2 bonds was synthesized, and their structures were confirmed by X-ray diffraction. A study on the influence of the o- and m- isomers on the absorption and photoluminescence properties of the stilbene units in solution revealed no charge-transfer contributions in the lowest excited state, as confirmed by (TD)DFT calculations. The presence of one or two B-I groups in m-carborane derivatives does not affect the emission properties of the stilbenes in solution, probably due to the rather large distance between the iodo substituents and the fluorophore. Nevertheless, a significant redshift o…

(μ-Acetato-κ2 O:O′)[μ-2,6-bis­({bis­[(pyri­din-2-yl-κN)meth­yl]amino-κN}meth­yl)-4-methyl­phenolato-κ2 O:O](metha­nol-κO)dizinc bis­(perchlorate)

The binuclear title complex, [Zn2(C33H33N6O)(CH3COO2)(CH3OH)](ClO4)2, was synthesized by the reaction between 2,6-bis({[bis(pyridin-2-yl)methyl]amino}methyl)-4-methylphenol (H-BPMP), Zn(OAc)2and NaClO4. The two ZnIIions are bridged by the phenolate O atom of the octadentate ligand and the acetate group. An additional methanol ligand is terminally coordinated to one of the ZnIIions, rendering the whole structure unsymmetric. Other symmetric dizinc complexes of BPMP have been reported. However, to the best of our knowledge, the present structure, in which the two ZnIIions are distinguishable by the number of coordinating ligands and the coordination geometries (octahedral and square-pyramidal…

Electron Accumulative Molecules.

With the goal to produce molecules with high electron accepting capacity and low reorganization energy upon gaining one or more electrons, a synthesis procedure leading to the formation of a B–N(aromatic) bond in a cluster has been developed. The research was focused on the development of a molecular structure able to accept and release a specific number of electrons without decomposing or change in its structural arrangement. The synthetic procedure consists of a parallel decomposition reaction to generate a reactive electrophile and a synthesis reaction to generate the B–N(aromatic) bond. This procedure has paved the way to produce the metallacarboranylviologen [M(C2B9H11)(C2B9H10)-NC5H4-…

Neutral one-dimensional metal chains consisting of alternating anionic and cationic rhodium complexes.

The metallophilic interactions were investigated within chains of oppositely charged rhodium carbonyl complexes. The cationic [Rh(CO)(2)(L)](+) (L = 2,2'-bipyridine and 1,10-phenanthroline) and anionic [RhCl(2)(CO)(2)](-) units were self-assembled into one dimensional rhodium chains supported by electrostatic interactions. The array of Rh centers in {[Rh(CO)(2)(2,2'-bpy)][RhCl(2)(CO)(2)]}(n) was found to be nearly linear with a Rh···Rh···Rh angle of 170.927(11)° and Rh···Rh distances of 3.3174(5) Å and 3.4116(5) Å. The crystal structure of {[Rh(CO)(2)(1,10-phen)][RhCl(2)(CO)(2)]} consisted of two sets of crystallographically independent chains with slightly different Rh···Rh···Rh angles (17…

Extended Assemblies of Ru(bpy)(CO)2X2 (X = Cl, Br, I) Molecules Linked by 1,4-Diiodotetrafluoro-Benzene (DITFB) Halogen Bond Donors

The ruthenium carbonyl compounds, Ru(bpy)(CO)2X2 (X = Cl, Br or I) act as neutral halogen bond (XB) acceptors when co-crystallized with 1,4-diiodotetrafluoro-benzene (DITFB). The halogen bonding strength of the Ru-X&sdot

Ionic liquids as precatalysts in the highly stereoselective conjugate addition of α,β-unsaturated aldehydes to chalcones.

Imidazolium-based ionic liquids (ILs) serve both as recyclable reaction media and as precatalysts for the N-heterocyclic carbene-catalyzed conjugate addition of α,β-unsaturated aldehydes to chalcones. The reaction produces a broad scope of 1,6-ketoesters incorporating an anti-diphenyl moiety in high yields and with high stereoselectivity. In recycling experiments, the IL can be reused up to five times with retained reactivity and selectivity. Moreover, the 1,6-ketoesters form self-assembled organogels in aliphatic hydrocarbons. The reaction protocol is robust, easily operated, scalable and highly functionalized compounds can be obtained from inexpensive and readily accessible starting mater…

Mononuclear Ru(II) PolyPyridyl Water Oxidation Catalysts Decorated with Perfluoroalkyl C 8 H 17 ‐Tag Bearing Chains

Crystal structure and magnetic properties of (tris­{4-[1-(2-meth­oxy­eth­yl)imidazol-2-yl]-3-aza­but-3-enyl}amine)­iron(II) bis­(hexa­fluorido­phosphate)

The title compound, [Fe(C27H41N10O3)](PF6)2, is an example of an iron(II) spin-crossover compound. In this compound, C⋯F and CH⋯F/O contacts, present between the cations and anions, extend the structure into a three-dimensional supra­molecular network.

Hydroformylation of 1-Hexene over Rh/Nano-Oxide Catalysts

The effect of nanostructured supports on the activity of Rh catalysts was studied by comparing the catalytic performance of nano- and bulk-oxide supported Rh/ZnO, Rh/SiO₂ and Rh/TiO₂ systems in 1-hexene hydroformylation. The highest activity with 100% total conversion and 96% yield of aldehydes was obtained with the Rh/nano-ZnO catalyst. The Rh/nano-ZnO catalyst was found to be more stable and active than the corresponding rhodium catalyst supported on bulk ZnO. The favorable morphology of Rh/nano-ZnO particles led to an increased metal content and an increased number of weak acid sites compared to the bulk ZnO supported catalysts. Both these factors favored the improved catalytic performan…

Palladium(II)-Stabilized Pyridine-2-Diazotates: Synthesis, Structural Characterization, and Cytotoxicity Studies

Well-defined diazotates are scarce. Here we report the synthesis of unprecedented homoleptic palladium(II) diazotate complexes. The palladium(II)-mediated nitrosylation of 2-aminopyridines with NaNO2 results in the formation of metal-stabilized diazotates, which were found to be cytotoxic to human ovarian cancer cells.

Cis- and trans molybdenum oxo complexes of a prochiral tetradentate aminophenolate ligand : Synthesis, characterization and oxotransfer activity

Abstract Reaction of [MoO2Cl2(dmso)2] with the tetradentate O2N2 donor ligand papy [H2papy = N-(2-hydroxybenzyl)-N-(2-picolyl)glycine] leads to formation of the dioxomolybdenum(VI) complex [MoO2(papy)] (1) as a mixture of cis and trans isomers. Recrystallization from methanol furnishes solid cis-1, whereas the use of a dichloromethane-hexane mixture allows for the isolation of the trans-1 isomer. Both isomers have been structurally characterized by X-ray crystallography and the energy difference between the isomeric pair has been investigated by electronic structure calculations. Optimization of two configurational isomers in the gas phase predicts the trans isomer to lie 2.5 kcal/mol lower…

[3+2] Cycloaddition Reaction for the Stereoselective Synthesis of a New Spirooxindole Compound Grafted Imidazo[2,1-b]thiazole Scaffold : Crystal Structure and Computational Study

A new spirooxindole hybrid engrafted imidazo[2,1-b]thiazole core structure was designed and achieved via [3+2] cycloaddition reaction approach. One multi-component reaction between the ethylene derivative based imidazo[2,1-b]thiazole scaffold with 6-Cl-isatin and the secondary amine under heat conditions afforded the desired compound in a stereoselective manner. The relative absolute configuration was assigned based on single-crystal X-ray diffraction analysis. Hirshfeld calculations for 4 revealed the importance of the H . . . H (36.8%), H . . . C (22.9%), Cl . . . H (10.4%) and S . . . H (6.6%), as well as the O . . . H (4.7%), N . . . H (5.3%), Cl . . . C (1.6%), Cl . . . O (1.0%) and N …

Construction of Spirooxindole Analogues Engrafted with Indole and Pyrazole Scaffolds as Acetylcholinesterase Inhibitors

Twenty-five new hits of spirooxindole analogs 8a–y engrafted with indole and pyrazole scaffolds were designed and constructed via a [3+2]cycloaddition (32CA) reaction starting from three components: new chalcone-based indole and pyrazole scaffolds 5a–d, substituted isatins 6a–c, and secondary amines 7a–d. The potency of the compounds were assessed in modulating cholinesterase (AChE) activity using Ellman’s method. Compounds 8i and 8y showed the strongest acetylcholine esterase inhibition (AChEI) with IC50 values of 24.1 and 27.8 μM, respectively. Molecular docking was used to study their interaction with the active site of hAChE. peerReviewed

Synthesis and Characterizations of Novel Isatin-s-Triazine Hydrazone Derivatives : X-ray Structure, Hirshfeld Analysis and DFT Calculations

A novel series of isatin-s-triazine hydrazone derivatives has been synthesized and reported herein. The synthetic methodology involved the reaction of s-triazine hydrazine precursors with isatin derivatives in the presence of CH3COOH as a catalyst and EtOH as solvent to afford the corresponding target products 6a-e in high yields and purities. The characterization data obtained from elemental analysis, FT-IR, NMR (1H- and 13C-) were in full agreement with the expected structures. Furthermore, an X-ray single crystal diffraction study of one of the target s-triazine hydrazone derivatives, 6c confirmed the structure of the desired compounds. It crystallized in the triclinic crystal system and…

New reaction of 1H-pyrazoles with selenium dioxide: one-pot synthesis of bis(1H-pyrazol-4-yl)selenides

Abstract A novel reaction between 3- and 3,5-substituted pyrazoles with selenium dioxide proceeds with formation of bis(3R,5R′-1H-pyrazol-4-yl)selenides in high yield. On this basis, an efficient one-pot synthetic procedure has been developed. In the case of the unsubstituted pyrazole a selenonium compound has been obtained. The identity and structure of the isolated selenium derivatives have been confirmed by spectral methods and their molecular structures investigated by X-ray analysis.

A novel and selective fluoride opening of aziridines by XtalFluor-E. synthesis of fluorinated diamino acid derivatives.

The selective introduction of fluorine onto the skeleton of an aminocyclopentane or cyclohexane carboxylate has been developed through a novel and efficient fluoride opening of an activated aziridine ring with XtalFluor-E. The reaction proceeded through a stereoselective aziridination of the olefinic bond of a bicyclic lactam and regioselective aziridine ring opening with difluorosulfiliminium tetrafluoroborate with the neighboring group assistance of the sulfonamide moiety to yield fluorinated diamino acid derivatives. The method based on the selective aziridine opening by fluoride has been generalized to afford access to mono- or bicyclic fluorinated substances.

Amidrazone Complexes from a Cascade Platinum(II)-Mediated Reaction between Amidoximes and Dialkylcyanamides

The aryl amidoximes R'C6H4C(NH2)═NOH (R' = Me, 2a; H, 2b; CN, 2c; NO2, 2d) react with the dialkylcyanamide platinum(II) complexes trans-[PtCl2(NCNAlk2)2] (Alk2 = Me2, 1a; C5H10, 1b) in a 1:1 molar ratio in CHCl3 to form chelated mono-addition products [3a-h]Cl, viz. [PtCl(NCNAlk2){NH═C(NR2)ON═C(C6H4R')NH2}]Cl (Alk2 = Me2; R' = Me, a; H, b; CN, c; NO2, d; Alk2 = C5H10; R' = Me, e; H, f; CN, g; NO2, h). In the solution, these species spontaneously transform to the amidrazone complexes [PtCl2{NH═C(NR2)NC(C6H4R')NNH2}] (7a-h; 36-47%); this conversion proceeds more selectively (49-60% after column chromatography) in the presence of the base (PhCH2)3N. The observed reactivity pattern is specific …

Syntheses and catalytic oxotransfer activities of oxo molybdenum(vi) complexes of a new aminoalcohol phenolate ligand.

The new aminoalcohol phenol 2,4-di-tert-butyl-6-(((2-hydroxy-2-phenylethyl)amino)methyl)phenol (H2L) was prepared by a facile solvent-free synthesis and used as a tridentate ligand for new cis-dioxomolybdenum(vi)(L) complexes. In the presence of a coordinating solvent (DMSO, MeOH, pyridine), the complexes crystallise as monomeric solvent adducts while in the absence of such molecules, a trimer with asymmetric Mo[double bond, length as m-dash]O→Mo bridges crystallises. The complexes can catalyse epoxidation of cis-cyclooctene and sulfoxidation of methyl-p-tolylsulfide, using tert-butyl hydroperoxide as oxidant.

Influence of substituents in aromatic ring on the strength of halogen bonding in iodobenzene derivatives

Halogen bonding properties of 3,4,5-triiodobenzoic acid (1, 2), 1,2,3-triiodobenzene (3), pentaiodobenzoic acid ethanol solvate (4), hexaiodobenzene (5a, 5b, 5c), 2,4-diiodoaniline (6), 4-iodoaniline (7), 2-iodoaniline (8), 2-iodophenol (9), 4-iodophenol (10), 3-iodophenol (11) and 2,4,6-triiodophenol (12) has been studied. The results suggested that substituents other than halogen in aromatic ring affect XB properties of iodine substituents in ortho-, meta- and para-positions. The effect depends on the electron-withdrawing/electron-donating properties of the substituent. Thus, electron-withdrawing substituents with negative mesomeric effect favor m-iodines to act as XB donors and o- and p-…

Synthesis, solid state and solution studies of cobalt(II) complexes with 2-hydroxyiminopropanoic acid

Abstract This paper describes the synthesis of the Zn(II) complex with H2L = 2-hydroxyiminopropanoic acid. The final structure incorporated two linear dimeric anions with two Zn2+ atoms, which are linked by a carbonate anion into a tetranuclear unit. In each dinuclear unit, the two Zn(II) ions are coordinated by three molecules of the doubly deprotonated ligand in two different coordination modes. This result is confirmed both by X-ray crystallography and by ESI-MS investigations of the crystals dissolved in water. Equilibrium studies of the zinc(II) complexes formed by H2L in aqueous solution based on independent pH-metric titrations and zinc ion-selective electrode (ISE) titrations indica…

Supramolecular Assembly of Metal Complexes by (Aryl)I⋅⋅⋅d[PtII] Halogen Bonds

The theoretical data for the half-lantern complexes [{Pt( CN^ )(μ- SN^ )}2 ] [1-3; CN^ is cyclometalated 2-Ph-benzothiazole; SN^ is 2-SH-pyridine (1), 2-SH-benzoxazole (2), 2-SH-tetrafluorobenzothiazole (3)] indicate that the Pt⋅⋅⋅Pt orbital interaction increases the nucleophilicity of the outer d z2 orbitals to provide assembly with electrophilic species. Complexes 1-3 were co-crystallized with bifunctional halogen bonding (XB) donors to give adducts (1-3)2 ⋅(1,4-diiodotetrafluorobenzene) and infinite polymeric [1⋅1,1'-diiodoperfluorodiphenyl]n . X-ray crystallography revealed that the supramolecular assembly is achieved through (Aryl)I⋅⋅⋅d z2 [PtII ] XBs between iodine σ-holes and lone pa…

Molecular, Supramolecular Structures Combined with Hirshfeld and DFT Studies of Centrosymmetric M(II)-azido {M=Ni(II), Fe(II) or Zn(II)} Complexes of 4-Benzoylpyridine

The supramolecular structures of the three metal (II) azido complexes [Fe(4bzpy)4(N3)2]

Pt(II) and Pd(II)-assisted coupling of nitriles and 1,3-diiminoisoindoline : Synthesis and luminescence properties of (1,3,5,7,9-pentaazanona-1,3,6,8-tetraenato)Pt(II) and Pd(II) complexes

Treatment of trans-[PtCl2(NCR)2] 1 (R = Me (1a), Et (1b), o-ClC6H4 (1c), p-ClC6H4 (1d), p-(HCdouble bond; length as m-dashO)C6H4 (1e), p-O2NC6H4CH2 (1f)) with 1,3-diiminoisoindoline HNdouble bond; length as m-dashCC6H4C(NH)double bond; length as m-dashNH 2 gives access to the corresponding (1,3,5,7,9-pentaazanona-1,3,6,8-tetraenato)Pt(II) complexes [PtCl{NHdouble bond; length as m-dashC(R)Ndouble bond; length as m-dashC(C6H4)NCdouble bond; length as m-dashNC(R)double bond; length as m-dashNH}] 3a–f, in good yields (65–70%). The reaction of trans-[PdCl2(NCMe)2] 4a with 2 furnishes (1,3,5,7,9-pentaazanona-1,3,6,8-tetraenato)Pd(II) complex [PdCl{NHdouble bond; length as m-dashC(Me)Ndouble bond…

Crystal structure of the pyridine–diiodine (1/1) adduct

In the title adduct, C5H5N·I2, the N—I distance [2.424 (8) Å] is remarkably shorter than the sum of the van der Waals radii. The line through the I atoms forms an angle of 78.39 (16)° with the normal to the pyridine ring.

Synthesis and biological evaluation of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine and its cycloalkane and cycloalkene condensed analogues

Derivatives of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepinone and its cycloalkane and cycloalkene condensed analogues have been conveniently synthesized through a three-step reaction sequence. An atom-economical, one-pot, three-step cascade process engaging five reactive centers (amide, amine, carbonyl, azide, and alkyne) has been performed for the synthesis of alicyclic derivatives of quinazolinotriazolobenzodiazepine using cyclohexane, cyclohexene, and norbornene β-amino amides. The stereochemistry and relative configurations of the synthesized compounds were determined by 1D and 2D NMR spectroscopy and X-ray crystallography. The reaction was also perfor…

m-Carboranylphosphinate as Versatile Building Blocks To Design all Inorganic Coordination Polymers

The first examples of coordination polymers of manganese(II) and a nickel(II) complex with a purely inorganic carboranylphosphinate ligand are reported, together with its exhaustive characterization. X-ray analysis revealed 1D polymeric chains with carboranylphosphinate ligands bridging two manganese(II) centers. The reactivity of polymer 1 with water and Lewis bases has also been studied Thanks to MINECO (CTQ2015-66143-P, CTQ2010-16237 and SEV-2015-0496), Generalitat de Catalunya (2014/SGR/149), and COST CM1302. E.O. who is enrolled in the PhD program of the UAB thanks for FPU grant

Di- and Tetrairon(III) μ-Oxido Complexes of an N3S-Donor Ligand: Catalyst Precursors for Alkene Oxidations

The new di- and tetranuclear Fe(III) μ-oxido complexes [Fe 4 (μ-O) 4 (PTEBIA) 4 ](CF 3 SO 3 ) 4 (CH 3 CN) 2 ] (1a), [Fe 2 (μ-O)Cl 2 (PTEBIA) 2 ](CF 3 SO 3 ) 2 (1b), and [Fe 2 (μ-O)(HCOO) 2 (PTEBIA) 2 ](ClO 4 ) 2 (MeOH) (2) were prepared from the sulfur-containing ligand (2-((2,4-dimethylphenyl)thio)-N,N-bis ((1-methyl-benzimidazol-2-yl)methyl)ethanamine (PTEBIA). The tetrairon complex 1a features four μ-oxido bridges, while in dinuclear 1b, the sulfur moiety of the ligand occupies one of the six coordination sites of each Fe(III) ion with a long Fe-S distance of 2.814(6) A. In 2, two Fe(III) centers are bridged by one oxido and two formate units, the latter likely formed by methanol oxidati…

Metal-free regioselective C–C bond cleavage in 1,3,5-triazine derivatives of β-diketones

Metal-free regioselective activation of a carbon–carbon bond in 1,3,5-triazine derivatives of β-diketones is easily achieved, in the absence of a catalyst, with the assistance of intramolecular hydrogen bonding.

Dihalogens as Halogen Bond Donors

Synthesis, and Molecular Structure Investigations of a New s-Triazine Derivatives Incorporating Pyrazole/Piperidine/Aniline Moieties

In this work, we synthesized two new s-triazine incorporates pyrazole/piperidine/aniline moieties. Molecular structure investigations in the light of X-ray crystallography combined with Hirshfeld and DFT calculations were presented. Intermolecular interactions controlling the molecular packing of 4-(3,5-dimethyl-1H-pyrazol-1-yl)-N-phenyl-6-(piperidin-1-yl)-1,3,5-triazin-2-amine; 5a and N-(4-bromophenyl)-4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl)-1,3,5-triazin-2-amine; 5b were analyzed using Hirshfeld calculations. The most dominant interactions are the H...H, N...H and H...C contacts in both compounds. The N...H and H...C interactions in 5a and the N...H, Br...H and H...H interacti…

Stereoselective synthesis of carane-based chiral β- and γ-amino acid derivatives via conjugate addition

Abstract Michael addition of dibenzylamine to (−)-tert-butyl isochaminate, prepared in three steps from (−)-perillaldehyde, furnished a carane-based β-amino acid derivative in a highly stereospecific reaction. The resulting amino ester was transformed to the bicyclic amino acid, a promising building block for the synthesis of 1,3-heterocycles and peptidomimetics. The conjugate addition of nitromethane to α,β-unsaturated methyl ester likewise resulted in nitro esters in stereospecific reactions. Catalytic reduction of the nitro group yielded a γ-amino ester. Under acidic conditions, the hydrolysis of the methyl ester resulted in an unexpected aminolactone-type product through rearrangement o…

Effects of ligand substitution on the excited state dynamics of the Ru(dcbpy)(CO)2I2 complex

Abstract Spectroscopic evidence suggest [PCCP 3 (2001) 1992] that illumination with visible light of the [trans-I-Ru(dcbpy)(CO)2I2] (dcbpy= 4,4′-dicarboxy-2,2′-bipyridine) complex in solution induces dissociation of a CO group followed by reorganization of the ligands and attachment of a solvent molecule. In the present study, we report results on excited state dynamics of this ruthenium complex and its photoproduct. Femtosecond transient absorption measurements reveal dominance of excited state absorption of the reactant and the photoproduct [cis-I-Ru(dcbpy)(CO)(Sol)I2] (Sol=ethanol or acetonitrile) in the visible spectral region. The time-resolved measurements for the reactant at 77 K ind…

Synthesis, X-ray Crystal Structure and Antimicrobial Activity of Unexpected Trinuclear Cu(II) Complex from s-Triazine-Based Di-Compartmental Ligand via Self-Assembly

The synthesis and X-ray crystal structure of the trinuclear [Cu3(HL)(Cl)2(NO3)(H2O)5](NO3)2 complex of the s-triazine-based di-compartmental ligand, 2-methoxy-4,6-bis(2-(pyridin-2-ylmsethylene)hydrazinyl)-1,3,5-triazine (H2L), are presented. The Cu1 and Cu2 are penta-coordinated with CuN3ClO coordination environment, distorted square pyramidal coordination geometry while Cu3 is hexa-coordinated with CuN2O4 coordination sphere, and distorted octahedral geometry. The complex crystallized in the primitive P-1 triclinic crystal system with two molecular units per unit cell. Its packing is dominated by the O–H (35.5%) and Cl–H (8.8%) hydrogen bonding interactions as well as the π–π stacking (2.3…

Complex formation of copper( ), nickel( ) and zinc( ) with ethylophosphonoacetohydroxamic acid: solution speciation, synthesis and structural characterization

We present herein the thermodynamic and X-ray characterisation of a novel ethyl phosphonohydroxamic acid-based Cu( ) metallacrown, predominating in solution in a broad pH range.

Palladium(II)-Mediated Addition of Benzenediamines to Isocyanides: Generation of Three Types of Diaminocarbene Ligands Depending on the Isomeric Structure of the Nucleophile

Coupling of the palladium-bis(isocyanide) complexes cis-[PdCl2(CNR)2] (R = 2,6-Me2C6H3 1, 2-Cl-6-MeC6H3 2) with benzene-1,3-diamine (BDA1) leads to the diaminocarbene species cis-[PdCl2(CNR){C(NHR)═NH(1,3-C6H4NH2)}] (5 and 6, respectively). In this reaction, BDA1 behaves as a monofunctional nucleophile that adds to one of the RNC ligands by one amino group. By contrast, the reaction of 1 and 2 with benzene-1,4-diamine (BDA2) involves both amino functionalities of the diamine and leads to the binuclear species [cis-PdCl2(CNR){μ-C(NHR)═NH(1,4-C6H4)NH═C(NHR)}-(cis)-PdCl2(CNR)] (6 and 7) featuring two 1,4-bifunctional diaminocarbene ligands. The reaction of cis-[PdCl2(CNR)2] (R = cyclohexyl 3) …

CCDC 1029115: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1473786: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, Carolina Gimbert-Suriñach, Arne Ficks, Graham E. Ball, Mohan Bhadbhade, Matti Haukka, Lee Higham, Ebbe Nordlander, Stephen B. Colbran|2017|Dalton Trans.|46|3207|doi:10.1039/C6DT01494A

CCDC 919328: Experimental Crystal Structure Determination

Related Article: Kamran T. Mahmudov, Maximilian N. Kopylovich, Matti Haukka, Gunay S. Mahmudova, Espandi F. Esmaeila, Famil M. Chyragov, Armando J.L. Pombeiro|2013|J.Mol.Struct.|1048|108|doi:10.1016/j.molstruc.2013.05.041

CCDC 1893195: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1983680: Experimental Crystal Structure Determination

Related Article: Erick Ramírez, Md. Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo|2020|Eur.J.Inorg.Chem.|2020|2798|doi:10.1002/ejic.202000488

CCDC 1982282: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Matti Haukka, Oleg V. Levin, Antonio Frontera, Vadim Yu. Kukushkin|2020|Chem.-Eur.J.|26|7692|doi:10.1002/chem.202001196

CCDC 1998256: Experimental Crystal Structure Determination

Related Article: Saied M. Soliman, Matti Haukka, Hessa H. Al-Rasheed, Ayman El-Faham|2020|J.Mol.Struct.|1219|128584|doi:10.1016/j.molstruc.2020.128584

CCDC 2054859: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, J. Mikko Rautiainen, Mikhail A. Kinzhalov, Khai-Nghi Truong, Manu Lahtinen, Matti Haukka|2021|Inorg.Chem.|60|13200|doi:10.1021/acs.inorgchem.1c01591

CCDC 1406016: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Joona Sahamies, Elina Kalenius, Alexander S. Novikov, Vadim Yu Kukushkin, Matti Haukka|2016|Solid State Sciences|60|92|doi:10.1016/j.solidstatesciences.2016.08.005

CCDC 950098: Experimental Crystal Structure Determination

Related Article: Laura Koskinen, Sirpa Jaaskelainen, Pipsa Hirva, Matti Haukka|2014|Solid State Sciences|35|81|doi:10.1016/j.solidstatesciences.2014.06.012

CCDC 1440375: Experimental Crystal Structure Determination

Related Article: Kabali Senthilkumar, Krishnan Thirumoorthy, Claudia Dragonetti, Daniele Marinotto, Stefania Righetto, Alessia Colombo, Matti Haukka, Nallasamy Palanisami|2016|Dalton Trans.|45|11939|doi:10.1039/C6DT01590E

CCDC 966548: Experimental Crystal Structure Determination

Related Article: Dmitrii S. Bolotin, Nadezhda A. Bokach, Andreii S. Kritchenkov, Matti Haukka, Vadim Yu. Kukushkin|2013|Inorg.Chem.|52|6378|doi:10.1021/ic4000878

CCDC 1029120: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1495998: Experimental Crystal Structure Determination

Related Article: Loránd Kiss, Melinda Nonn, Reijo Sillanpää, Matti Haukka, Santos Fustero, Ferenc Fülöp|2016|Chem.Asian J.|11|3376|doi:10.1002/asia.201601046

CCDC 1043618: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1935019: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Elina Laurila, Maria Chernysheva, Pipsa Hirva, Matti Haukka|2020|Solid State Sciences|100|106103|doi:10.1016/j.solidstatesciences.2019.106103

CCDC 955945: Experimental Crystal Structure Determination

Related Article: Julia R. Shakirova, Elena V. Grachova, Alexei S. Melnikov, Vladislav V. Gurzhiy, Sergey P. Tunik, Matti Haukka, Tapani A. Pakkanen, and Igor O. Koshevoy|2013|Organometallics|32|4061|doi:10.1021/om301100v

CCDC 1456785: Experimental Crystal Structure Determination

Related Article: Beáta Fekete, Márta Palkó, István Mándity, Matti Haukka, Ferenc Fülöp|2016|Eur.J.Org.Chem.|2016|3519|doi:10.1002/ejoc.201600434

CCDC 966545: Experimental Crystal Structure Determination

Related Article: Dmitrii S. Bolotin, Nadezhda A. Bokach, Andreii S. Kritchenkov, Matti Haukka, Vadim Yu. Kukushkin|2013|Inorg.Chem.|52|6378|doi:10.1021/ic4000878

CCDC 1577120: Experimental Crystal Structure Determination

Related Article: Alexander G. Tskhovrebov, Anna A. Vasileva, Richard Goddard, Tina Riedel, Paul J. Dyson, Vladimir N. Mikhaylov, Tatiyana V. Serebryanskaya, Viktor N. Sorokoumov, Matti Haukka|2018|Inorg.Chem.|57|930|doi:10.1021/acs.inorgchem.8b00072

CCDC 1502861: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Anja Köhntopp, Matti Haukka, Michael G. Richmond, Ari Lehtonen, Ebbe Nordlander|2020|Polyhedron|178|114312|doi:10.1016/j.poly.2019.114312

CCDC 1823431: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J

CCDC 1426907: Experimental Crystal Structure Determination

Related Article: Erik Ekengard, Kamlesh Kumar, Thibault Fogeron, Carmen de Kock, Peter J. Smith, Matti Haukka, Magda Monari, Ebbe Nordlander|2016|Dalton Trans.|45|3905|doi:10.1039/C5DT03739E

CCDC 1550080: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 1009210: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 1004968: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1480686: Experimental Crystal Structure Determination

Related Article: Olesia I. Kucheriv, Sergii I. Shylin, Vadim Ksenofontov, Sebastian Dechert, Matti Haukka, Igor O. Fritsky, and Il’ya A. Gural’skiy|2016|Inorg.Chem.|55|4906|doi:10.1021/acs.inorgchem.6b00446

CCDC 1874713: Experimental Crystal Structure Determination

Related Article: Biswanath Das, Afnan Al-Hunaiti, Brenda N. S��nchez-Egu��a, Erica Zeglio, Serhiy Demeshko, Sebastian Dechert, Steffen Braunger, Matti Haukka, Timo Repo, Ivan Castillo, Ebbe Nordlander|2019|Frontiers in Chemistry|7|97|doi:10.3389/fchem.2019.00097

CCDC 1577119: Experimental Crystal Structure Determination

Related Article: Alexander G. Tskhovrebov, Anna A. Vasileva, Richard Goddard, Tina Riedel, Paul J. Dyson, Vladimir N. Mikhaylov, Tatiyana V. Serebryanskaya, Viktor N. Sorokoumov, Matti Haukka|2018|Inorg.Chem.|57|930|doi:10.1021/acs.inorgchem.8b00072

CCDC 1966338: Experimental Crystal Structure Determination

Related Article: Alexander S. Mikherdov, Roman A. Popov, Mikhail A. Kinzhalov, Matti Haukka, Valeriy A. Polukeev, Vadim P. Boyarskiy, Andreas Roodt|2021|Inorg.Chim.Acta|514|120012|doi:10.1016/j.ica.2020.120012

CCDC 916957: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Yuh-Chia Chang, Antti J. Karttunen, Julia R. Shakirova, Janne Jänis, Matti Haukka, Tapani Pakkanen, Pi-Tai Chou|2013|Chem.-Eur.J.|19|5104|doi:10.1002/chem.201204611

CCDC 2044571: Experimental Crystal Structure Determination

Related Article: Md Kamal Hossain, Jörg A. Schachner, Matti Haukka, Michael G. Richmond, Nadia C. Mösch-Zanetti, Ari Lehtonen, Ebbe Nordlander|2021|Polyhedron|205|115234|doi:10.1016/j.poly.2021.115234

CCDC 1893202: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1893197: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 2039255: Experimental Crystal Structure Determination

Related Article: Abdullah Mohammed Al-Majid, Matti Haukka, Saied M. Soliman, Abdullah Saleh Alamary, Saeed Alshahrani, M. Ali, Mohammad Shahidul Islam, Assem Barakat|2021|Symmetry|13|20|doi:10.3390/sym13010020

CCDC 966547: Experimental Crystal Structure Determination

Related Article: Dmitrii S. Bolotin, Nadezhda A. Bokach, Andreii S. Kritchenkov, Matti Haukka, Vadim Yu. Kukushkin|2013|Inorg.Chem.|52|6378|doi:10.1021/ic4000878

CCDC 916956: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Yuh-Chia Chang, Antti J. Karttunen, Julia R. Shakirova, Janne Jänis, Matti Haukka, Tapani Pakkanen, Pi-Tai Chou|2013|Chem.-Eur.J.|19|5104|doi:10.1002/chem.201204611

CCDC 1576039: Experimental Crystal Structure Determination

Related Article: Claire Sauvée, Anna Ström, Matti Haukka, Henrik Sundén|2018|Chem.-Eur.J.|24|8071|doi:10.1002/chem.201800635

CCDC 1982285: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Matti Haukka, Oleg V. Levin, Antonio Frontera, Vadim Yu. Kukushkin|2020|Chem.-Eur.J.|26|7692|doi:10.1002/chem.202001196

CCDC 1868995: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 2011890: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, Margarita Bulatova, Xin Ding, Matti Haukka|2020|Cryst.Growth Des.|20|7197|doi:10.1021/acs.cgd.0c00866

CCDC 1534663: Experimental Crystal Structure Determination

Related Article: Karolina Zdyb, Maxym O. Plutenko, Rostislav D. Lampeka, Matti Haukka, Malgorzata Ostrowska, Igor O. Fritsky, Elzbieta Gumienna-Kontecka|2017|Polyhedron|137|60|doi:10.1016/j.poly.2017.07.009

CCDC 867361: Experimental Crystal Structure Determination

Related Article: Elzbieta Gumienna-Kontecka, Irina A. Golenya, Agnieszka Szebesczyk, Matti Haukka, Roland Krämer, and Igor O. Fritsky|2013|Inorg.Chem.|52|7633|doi:10.1021/ic4007229

CCDC 1893201: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1029124: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1825193: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Sergey V. Baykov, Alexander S. Novikov, Matti Haukka, Vadim P. Boyarskiy|2019|Z.Krist.Cryst.Mater.|234|155|doi:10.1515/zkri-2018-2100

CCDC 1030478: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 1480684: Experimental Crystal Structure Determination

Related Article: Olesia I. Kucheriv, Sergii I. Shylin, Vadim Ksenofontov, Sebastian Dechert, Matti Haukka, Igor O. Fritsky, and Il’ya A. Gural’skiy|2016|Inorg.Chem.|55|4906|doi:10.1021/acs.inorgchem.6b00446

CCDC 1029116: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1534780: Experimental Crystal Structure Determination

Related Article: Elena Oleshkevich, Clara Viñas, Isabel Romero, Duane Choquesillo-Lazarte, Matti Haukka, Francesc Teixidor|2017|Inorg.Chem.|56|5502|doi:10.1021/acs.inorgchem.7b00610

CCDC 1562225: Experimental Crystal Structure Determination

Related Article: Attila Márió Remete, Melinda Nonn, Santos Fustero, Matti Haukka, Ferenc Fülöp, Loránd Kiss|2017|Beilstein J.Org.Chem.|13|2364|doi:10.3762/bjoc.13.233

CCDC 1983678: Experimental Crystal Structure Determination

Related Article: Erick Ramírez, Md. Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo|2020|Eur.J.Inorg.Chem.|2020|2798|doi:10.1002/ejic.202000488

CCDC 2102639: Experimental Crystal Structure Determination

Related Article: Mohammad Shahidul Islam, Matti Haukka, Saied M. Soliman, Abdullah Mohammed Al-Majid, A.F.M.Motiur Rahman, Ahmed Bari, Assem Barakat|2022|J.Mol.Struct.|1250|131711|doi:10.1016/j.molstruc.2021.131711

CCDC 1418388: Experimental Crystal Structure Determination

Related Article: Mainak Mitra , Hassan Nimir , Serhiy Demeshko , Satish S. Bhat , Sergey O. Malinkin , Matti Haukka , Julio Lloret-Fillol , George C. Lisensky , Franc Meyer , Albert A. Shteinman , Wesley R. Browne , David A. Hrovat , Michael G.Richmond , Miquel Costas , Ebbe Nordlander|2015|Inorg.Chem.|54|7152|doi:10.1021/ic5029564

CCDC 986952: Experimental Crystal Structure Determination

Related Article: Ivan I. Eliseev, Pavel V. Gushchin, Yi-An Chen, Pi-Tai Chou, Matti Haukka, Galina L. Starova, Vadim Yu. Kukushkin|2014|Eur.J.Inorg.Chem.||4101|doi:10.1002/ejic.201402364

CCDC 1500638: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Kia Bertula, Nonappa, Sami Hietala, Kari Rissanen, Matti Haukka|2017|Dalton Trans.|46|2793|doi:10.1039/C6DT04253H

CCDC 1868989: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1814087: Experimental Crystal Structure Determination

Related Article: Attila Márió Remete, Melinda Nonn, Santos Fustero, Matti Haukka, Ferenc Fülöp, Loránd Kiss|2018|Eur.J.Org.Chem.|2018|3735|doi:10.1002/ejoc.201800057

CCDC 935269: Experimental Crystal Structure Determination

Related Article: Matti Tuikka,Ulo Kersen,Matti Haukka|2013|CrystEngComm|15|6177|doi:10.1039/C3CE40692J

CCDC 1893191: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1908713: Experimental Crystal Structure Determination

Related Article: Samir M. El-Medani, Abdelmoneim A. Makhlouf, Hussein Moustafa, Manal A. Afifi, Matti Haukka, Ramadan M. Ramadan|2020|J.Mol.Struct.|1208|127860|doi:10.1016/j.molstruc.2020.127860

CCDC 2058508: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 2058507: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 2158907: Experimental Crystal Structure Determination

Related Article: Khouloud Hchicha, Elena Cambiotti, Hmed Ben-Nasr, Daniel Chappard, Matti Haukka, Loredana Latterini, Salem Elkahoui, Arif J. Siddiqui, Mejdi Snoussi, Mohd Adnan, Houcine Naïli, Riadh Badraoui|2023|Arab.J.Chem.|16||doi:10.1016/j.arabjc.2023.105002

CCDC 912875: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Matti Haukka, and Vadim Yu. Kukushkin|2013|Organometallics|32|5212|doi:10.1021/om4007592

CCDC 986953: Experimental Crystal Structure Determination

Related Article: Ivan I. Eliseev, Pavel V. Gushchin, Yi-An Chen, Pi-Tai Chou, Matti Haukka, Galina L. Starova, Vadim Yu. Kukushkin|2014|Eur.J.Inorg.Chem.||4101|doi:10.1002/ejic.201402364

CCDC 1847230: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012

CCDC 1501943: Experimental Crystal Structure Determination

Related Article: Elena A. Valishina, M. Fátima C. Guedes da Silva, Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Tatyana M. Buslaeva, Matti Haukka, Armando J.L. Pombeiro , Vadim P. Boyarskiy, Vadim Yu. Kukushkin, Konstantin V. Luzyanin|2014|J.Mol.Catal.A:Chem.|395|162|doi:10.1016/j.molcata.2014.08.018

CCDC 1962572: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1893200: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 2040618: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Anton V. Rozhkov, Oleg V. Levin, Matti Haukka, Maxim L. Kuznetsov, Vadim Yu. Kukushkin|2021|Cryst.Growth Des.|21|1159|doi:10.1021/acs.cgd.0c01474

CCDC 1970751: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Saied M. Soliman, Sobhy E. Elsilk, Matti Haukka, Ayman El-Faham|2020|J.Mol.Struct.|1207|127848|doi:10.1016/j.molstruc.2020.127848

CCDC 1541823: Experimental Crystal Structure Determination

Related Article: Svetlana A. Katkova, Mikhail A. Kinzhalov, Peter M. Tolstoy, Alexander S. Novikov, Vadim P. Boyarskiy, Anastasiia Yu. Ananyan, Pavel V. Gushchin, Matti Haukka, Andrey A. Zolotarev, Alexander Yu. Ivanov, Semen S. Zlotsky, Vadim Yu. Kukushkin|2017|Organometallics|36|4145|doi:10.1021/acs.organomet.7b00569

CCDC 2105913: Experimental Crystal Structure Determination

Related Article: Mohammad Shahidul Islam, Abdullah Mohammed Al-Majid, Mohammad Azam, Ved Prakash Verma, Assem Barakat, Matti Haukka, Abdullah A. Elgazar, Amira Mira, Farid A. Badria|2021|ACS Omega|6|31539|doi:10.1021/acsomega.1c03978

CCDC 1009213: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 916958: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Yuh-Chia Chang, Antti J. Karttunen, Julia R. Shakirova, Janne Jänis, Matti Haukka, Tapani Pakkanen, Pi-Tai Chou|2013|Chem.-Eur.J.|19|5104|doi:10.1002/chem.201204611

CCDC 1440374: Experimental Crystal Structure Determination

Related Article: Kabali Senthilkumar, Krishnan Thirumoorthy, Claudia Dragonetti, Daniele Marinotto, Stefania Righetto, Alessia Colombo, Matti Haukka, Nallasamy Palanisami|2016|Dalton Trans.|45|11939|doi:10.1039/C6DT01590E

CCDC 2048904: Experimental Crystal Structure Determination

Related Article: Mohamed El Haimer, Márta Palkó, Matti Haukka, Márió Gajdács, István Zupkó, Ferenc Fülöp|2021|RSC Advances|11|6952|doi:10.1039/D0RA10553H

CCDC 883708: Experimental Crystal Structure Determination

Related Article: Julia R. Shakirova, Elena V. Grachova, Alexei S. Melnikov, Vladislav V. Gurzhiy, Sergey P. Tunik, Matti Haukka, Tapani A. Pakkanen, and Igor O. Koshevoy|2013|Organometallics|32|4061|doi:10.1021/om301100v

CCDC 2058513: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 904087: Experimental Crystal Structure Determination

Related Article: Julia R. Shakirova, Elena V. Grachova, Alexei S. Melnikov, Vladislav V. Gurzhiy, Sergey P. Tunik, Matti Haukka, Tapani A. Pakkanen, and Igor O. Koshevoy|2013|Organometallics|32|4061|doi:10.1021/om301100v

CCDC 960139: Experimental Crystal Structure Determination

Related Article: Mainak Mitra, Julio Lloret-Fillol, Matti Haukka, Miquel Costas, Ebbe Nordlander|2014|Chem.Commun.|50|1408|doi:10.1039/C3CC47830K

CCDC 1009209: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 1009523: Experimental Crystal Structure Determination

Related Article: Pavel V. Gushchin, Maxim L. Kuznetsov, Matti Haukka, and Vadim Yu. Kukushkin|2014|J.Phys.Chem.A|118|9529|doi:10.1021/jp506256a

CCDC 986955: Experimental Crystal Structure Determination

Related Article: Ivan I. Eliseev, Pavel V. Gushchin, Yi-An Chen, Pi-Tai Chou, Matti Haukka, Galina L. Starova, Vadim Yu. Kukushkin|2014|Eur.J.Inorg.Chem.||4101|doi:10.1002/ejic.201402364

CCDC 1999582: Experimental Crystal Structure Determination

Related Article: Saeed Alshahrani, Saied M. Soliman, Abdullah Saleh Alamary, Abdullah Mohammed Al-Majid, Matti Haukka, Sammer Yousuf, Assem Barakat|2020|Crystals|10|955|doi:10.3390/cryst10100955

CCDC 1009215: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 1443455: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1443459: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 916959: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Yuh-Chia Chang, Antti J. Karttunen, Julia R. Shakirova, Janne Jänis, Matti Haukka, Tapani Pakkanen, Pi-Tai Chou|2013|Chem.-Eur.J.|19|5104|doi:10.1002/chem.201204611

CCDC 1523698: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Ari Lehtonen, Nadia C. Mösch-Zanetti, Ebbe Nordlander|2017|Polyhedron|134|275|doi:10.1016/j.poly.2017.04.036

CCDC 2177427: Experimental Crystal Structure Determination

Related Article: Ihab Shawish, Assem Barakat, Ali Aldalbahi, Walhan Alshaer, Fadwa Daoud, Dana A. Alqudah, Mazhar Al Zoubi, Ma’mon M. Hatmal, Mohamed S. Nafie, Matti Haukka, Anamika Sharma, Beatriz G. de la Torre, Fernando Albericio, Ayman El-Faham|2022|Pharmaceutics|14|1558|doi:10.3390/pharmaceutics14081558

CCDC 1508564: Experimental Crystal Structure Determination

Related Article: Beáta Fekete, Márta Palkó, Matti Haukka, Ferenc Fülöp|2017|Molecules|22|613|doi:10.3390/molecules22040613

CCDC 1057565: Experimental Crystal Structure Determination

Related Article: Melinda Nonn, Loránd Kiss, Matti Haukka, Santos Fustero, Ferenc Fülöp|2015|Org.Lett.|17|1074|doi:10.1021/acs.orglett.5b00182

CCDC 1847233: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012

CCDC 1581998: Experimental Crystal Structure Determination

Related Article: Ana B. Buades, Víctor Sanchez Arderiu, David Olid-Britos, Clara Viñas, Reijo Sillanpää, Matti Haukka, Xavier Fontrodona, Markos Paradinas, Carmen Ocal, Francesc Teixidor|2018|J.Am.Chem.Soc.|140|2957|doi:10.1021/jacs.7b12815

CCDC 1041706: Experimental Crystal Structure Determination

Related Article: Anastasiia M. Afanasenko, Evgeny Yu. Bulatov, Tatiana G. Chulkova , Matti Haukka, Fedor M. Dolgushin|2016|Transition Met.Chem.|41|387|doi:10.1007/s11243-016-0034-7

CCDC 1545350: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 1545346: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 1901331: Experimental Crystal Structure Determination

Related Article: Malgorzata Ostrowska, Irina A. Golenya, Matti Haukka, Igor Fritsky, Elzbieta Gumienna-Kontecka|2019|New J.Chem.|43|10237|doi:10.1039/C9NJ01175G

CCDC 1534662: Experimental Crystal Structure Determination

Related Article: Karolina Zdyb, Maxym O. Plutenko, Rostislav D. Lampeka, Matti Haukka, Malgorzata Ostrowska, Igor O. Fritsky, Elzbieta Gumienna-Kontecka|2017|Polyhedron|137|60|doi:10.1016/j.poly.2017.07.009

CCDC 1401548: Experimental Crystal Structure Determination

Related Article: Tatiyana V. Serebryanskaya, Alexander S. Novikov, Pavel V. Gushchin, Matti Haukka, Ruslan E. Asfin, Peter M. Tolstoy, Vadim Yu. Kukushkin|2016|Phys.Chem.Chem.Phys.(PCCP)|18|14104|doi:10.1039/C6CP00861E

CCDC 1527813: Experimental Crystal Structure Determination

Related Article: Ines Bennour, Matti Haukka, Francesc Teixidor, Clara Viñas, Ahlem Kabadou|2017|J.Organomet.Chem.|846|74|doi:10.1016/j.jorganchem.2017.05.047

CCDC 1534661: Experimental Crystal Structure Determination

Related Article: Karolina Zdyb, Maxym O. Plutenko, Rostislav D. Lampeka, Matti Haukka, Malgorzata Ostrowska, Igor O. Fritsky, Elzbieta Gumienna-Kontecka|2017|Polyhedron|137|60|doi:10.1016/j.poly.2017.07.009

CCDC 1480687: Experimental Crystal Structure Determination

Related Article: Olesia I. Kucheriv, Sergii I. Shylin, Vadim Ksenofontov, Sebastian Dechert, Matti Haukka, Igor O. Fritsky, and Il’ya A. Gural’skiy|2016|Inorg.Chem.|55|4906|doi:10.1021/acs.inorgchem.6b00446

CCDC 1501944: Experimental Crystal Structure Determination

Related Article: Elena A. Valishina, M. Fátima C. Guedes da Silva, Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Tatyana M. Buslaeva, Matti Haukka, Armando J.L. Pombeiro , Vadim P. Boyarskiy, Vadim Yu. Kukushkin, Konstantin V. Luzyanin|2014|J.Mol.Catal.A:Chem.|395|162|doi:10.1016/j.molcata.2014.08.018

CCDC 1029121: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1982284: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Matti Haukka, Oleg V. Levin, Antonio Frontera, Vadim Yu. Kukushkin|2020|Chem.-Eur.J.|26|7692|doi:10.1002/chem.202001196

CCDC 1033835: Experimental Crystal Structure Determination

Related Article: Mainak Mitra , Hassan Nimir , Serhiy Demeshko , Satish S. Bhat , Sergey O. Malinkin , Matti Haukka , Julio Lloret-Fillol , George C. Lisensky , Franc Meyer , Albert A. Shteinman , Wesley R. Browne , David A. Hrovat , Michael G.Richmond , Miquel Costas , Ebbe Nordlander|2015|Inorg.Chem.|54|7152|doi:10.1021/ic5029564

CCDC 1893196: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1401547: Experimental Crystal Structure Determination

Related Article: Tatiyana V. Serebryanskaya, Alexander S. Novikov, Pavel V. Gushchin, Matti Haukka, Ruslan E. Asfin, Peter M. Tolstoy, Vadim Yu. Kukushkin|2016|Phys.Chem.Chem.Phys.(PCCP)|18|14104|doi:10.1039/C6CP00861E

CCDC 1966337: Experimental Crystal Structure Determination

Related Article: Alexander S. Mikherdov, Roman A. Popov, Mikhail A. Kinzhalov, Matti Haukka, Valeriy A. Polukeev, Vadim P. Boyarskiy, Andreas Roodt|2021|Inorg.Chim.Acta|514|120012|doi:10.1016/j.ica.2020.120012

CCDC 1983677: Experimental Crystal Structure Determination

Related Article: Erick Ramírez, Md. Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo|2020|Eur.J.Inorg.Chem.|2020|2798|doi:10.1002/ejic.202000488

CCDC 1009524: Experimental Crystal Structure Determination

Related Article: Pavel V. Gushchin, Maxim L. Kuznetsov, Matti Haukka, and Vadim Yu. Kukushkin|2014|J.Phys.Chem.A|118|9529|doi:10.1021/jp506256a

CCDC 1949029: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Evgeny Bulatov, Rajendhraprasad Tatikonda, Kia Bertula, Elina Kalenius, Nonappa, Matti Haukka|2020|Soft Matter|16|2795|doi:10.1039/C9SM02186H

CCDC 2058519: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 2106872: Experimental Crystal Structure Determination

Related Article: Mohammed Salah Ayoup, Saied M. Soliman, Matti Haukka, Marwa F Harras, Nagwan.G.El Menofy, Magda M.F Ismail|2021|J.Mol.Struct.||132017|doi:10.1016/j.molstruc.2021.132017

CCDC 2040622: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Anton V. Rozhkov, Oleg V. Levin, Matti Haukka, Maxim L. Kuznetsov, Vadim Yu. Kukushkin|2021|Cryst.Growth Des.|21|1159|doi:10.1021/acs.cgd.0c01474

CCDC 986566: Experimental Crystal Structure Determination

Related Article: Joanne Tory , Lisa King, Antonios Maroulis , Matti Haukka , Maria José Calhorda , and František Hartl|2014|Inorg.Chem.|53|1382|doi:10.1021/ic402146t

CCDC 1577118: Experimental Crystal Structure Determination

Related Article: Alexander G. Tskhovrebov, Anna A. Vasileva, Richard Goddard, Tina Riedel, Paul J. Dyson, Vladimir N. Mikhaylov, Tatiyana V. Serebryanskaya, Viktor N. Sorokoumov, Matti Haukka|2018|Inorg.Chem.|57|930|doi:10.1021/acs.inorgchem.8b00072

CCDC 1823427: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J

CCDC 1962571: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1835082: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Ali I. Ismail, Matti Haukka, Saied M. Soliman|2015|Spectrochim.Acta,Part A|136|1857|doi:10.1016/j.saa.2014.10.096

CCDC 916955: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Yuh-Chia Chang, Antti J. Karttunen, Julia R. Shakirova, Janne Jänis, Matti Haukka, Tapani Pakkanen, Pi-Tai Chou|2013|Chem.-Eur.J.|19|5104|doi:10.1002/chem.201204611

CCDC 2022360: Experimental Crystal Structure Determination

Related Article: Abdullah Mohammed Al-Majid, Matti Haukka, Saied M. Soliman, Abdullah Saleh Alamary, Saeed Alshahrani, M. Ali, Mohammad Shahidul Islam, Assem Barakat|2021|Symmetry|13|20|doi:10.3390/sym13010020

CCDC 1542914: Experimental Crystal Structure Determination

Related Article: Svetlana A. Katkova, Mikhail A. Kinzhalov, Peter M. Tolstoy, Alexander S. Novikov, Vadim P. Boyarskiy, Anastasiia Yu. Ananyan, Pavel V. Gushchin, Matti Haukka, Andrey A. Zolotarev, Alexander Yu. Ivanov, Semen S. Zlotsky, Vadim Yu. Kukushkin|2017|Organometallics|36|4145|doi:10.1021/acs.organomet.7b00569

CCDC 2040620: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Anton V. Rozhkov, Oleg V. Levin, Matti Haukka, Maxim L. Kuznetsov, Vadim Yu. Kukushkin|2021|Cryst.Growth Des.|21|1159|doi:10.1021/acs.cgd.0c01474

CCDC 1518695: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Matti Haukka, George C. Lisensky, Ari Lehtonen, Ebbe Nordlander|2019|Inorg.Chim.Acta|487|112|doi:10.1016/j.ica.2018.11.049

CCDC 1482397: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Naser Eltaher Eltayeb, Matti Haukka, Yousef Alghamdi|2017|J.Mol.Struct.|1128|70|doi:10.1016/j.molstruc.2016.08.058

CCDC 937899: Experimental Crystal Structure Determination

Related Article: Thuy Minh Dau, Julia R. Shakirova, Antonio Doménech, Janne Jänis, Matti Haukka, Elena V. Grachova, Tapani A. Pakkanen, Sergey P. Tunik, Igor O. Koshevoy|2013|Eur.J.Inorg.Chem.||4976|doi:10.1002/ejic.201300615

CCDC 2044573: Experimental Crystal Structure Determination

Related Article: Md Kamal Hossain, Jörg A. Schachner, Matti Haukka, Michael G. Richmond, Nadia C. Mösch-Zanetti, Ari Lehtonen, Ebbe Nordlander|2021|Polyhedron|205|115234|doi:10.1016/j.poly.2021.115234

CCDC 1435501: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Anton A. Yakimanskiy, Matti Haukka, Vadim Yu. Kukushkin|2016|Organometallics|35|218|doi:10.1021/acs.organomet.5b00936

CCDC 1443458: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1435504: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Anton A. Yakimanskiy, Matti Haukka, Vadim Yu. Kukushkin|2016|Organometallics|35|218|doi:10.1021/acs.organomet.5b00936

CCDC 1525885: Experimental Crystal Structure Determination

Related Article: Fatma M. Elantabli, Mduduzi P. Radebe, William M. Motswainyana, Bernard O. Owaga, Samir M. El-Medani, Erik Ekengard, Matti Haukka, Ebbe Nordlander, Martin O. Onani|2017|J.Organomet.Chem.|843|40|doi:10.1016/j.jorganchem.2017.04.022

CCDC 1983029: Experimental Crystal Structure Determination

Related Article: Anastasiia M. Afanasenko, Tatiana G. Chulkova, Irina A. Boyarskaya, Regina M. Islamova, Anton A. Legin, Bernhard K. Keppler, Stanislav I. Selivanov, Anatoly N. Vereshchagin, Michail N. Elinson, Matti Haukka|2020|J.Organomet.Chem.|923|121435|doi:10.1016/j.jorganchem.2020.121435

CCDC 2058512: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1523699: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Ari Lehtonen, Nadia C. Mösch-Zanetti, Ebbe Nordlander|2017|Polyhedron|134|275|doi:10.1016/j.poly.2017.04.036

CCDC 1004967: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1009520: Experimental Crystal Structure Determination

Related Article: Pavel V. Gushchin, Maxim L. Kuznetsov, Matti Haukka, and Vadim Yu. Kukushkin|2014|J.Phys.Chem.A|118|9529|doi:10.1021/jp506256a

CCDC 1030479: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 2044572: Experimental Crystal Structure Determination

Related Article: Md Kamal Hossain, Jörg A. Schachner, Matti Haukka, Michael G. Richmond, Nadia C. Mösch-Zanetti, Ari Lehtonen, Ebbe Nordlander|2021|Polyhedron|205|115234|doi:10.1016/j.poly.2021.115234

CCDC 971206: Experimental Crystal Structure Determination

Related Article: Fatma M. Elantabli, Mduduzi P. Radebe, William M. Motswainyana, Bernard O. Owaga, Samir M. El-Medani, Erik Ekengard, Matti Haukka, Ebbe Nordlander, Martin O. Onani|2017|J.Organomet.Chem.|843|40|doi:10.1016/j.jorganchem.2017.04.022

CCDC 2039960: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, J. Mikko Rautiainen, Xin Ding, Matti Haukka|2021|J.Solid State Chem.|295|121930|doi:10.1016/j.jssc.2020.121930

CCDC 2163940: Experimental Crystal Structure Determination

Related Article: Ihab Shawish, Assem Barakat, Ali Aldalbahi, Azizah M. Malebari, Mohamed S. Nafie, Adnan A. Bekhit, Amgad Albohy, Alamgir Khan, Zaheer Ul-Haq, Matti Haukka, Beatriz G. de la Torre, Fernando Albericio, Ayman El-Faham|2022|ACS Omega|7|24858|doi:10.1021/acsomega.2c03079

CCDC 1874714: Experimental Crystal Structure Determination

Related Article: Biswanath Das, Afnan Al-Hunaiti, Brenda N. S��nchez-Egu��a, Erica Zeglio, Serhiy Demeshko, Sebastian Dechert, Steffen Braunger, Matti Haukka, Timo Repo, Ivan Castillo, Ebbe Nordlander|2019|Frontiers in Chemistry|7|97|doi:10.3389/fchem.2019.00097

CCDC 1531251: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Maitham H. Majeed, Manuel F. Abelairas-Edesa, Arne Ficks, Radwa M. Ashour, Ahibur Rahaman, William Clegg, Matti Haukka, Lee J. Higham, Ebbe Nordlander|2017|J.Organomet.Chem.|849-850|71|doi:10.1016/j.jorganchem.2017.05.031

CCDC 880877: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Kamran T. Mahmudov, Matti Haukka, Armando J. L. Pombeiro|2014|New J.Chem.|38|495|doi:10.1039/C3NJ01292A

CCDC 1962575: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 880417: Experimental Crystal Structure Determination

Related Article: Evgeny Yu. Bulatov, Tatiana G. Chulkova, Irina A. Boyarskaya, Veniamin V. Kondratiev, Matti Haukka, Vadim Yu. Kukushkin|2014|J.Mol.Struct.|1068|176|doi:10.1016/j.molstruc.2014.04.010

CCDC 993899: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Amrendra K. Singh, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2014|Chem.Commun.|50|7705|doi:10.1039/C4CC02319F

CCDC 1473787: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, Carolina Gimbert-Suriñach, Arne Ficks, Graham E. Ball, Mohan Bhadbhade, Matti Haukka, Lee Higham, Ebbe Nordlander, Stephen B. Colbran|2017|Dalton Trans.|46|3207|doi:10.1039/C6DT01494A

CCDC 1041612: Experimental Crystal Structure Determination

Related Article: Anastasiia M. Afanasenko, Evgeny Yu. Bulatov, Tatiana G. Chulkova , Matti Haukka, Fedor M. Dolgushin|2016|Transition Met.Chem.|41|387|doi:10.1007/s11243-016-0034-7

CCDC 1940696: Experimental Crystal Structure Determination

Related Article: Samir M. El-Medani, Abdelmoneim A. Makhlouf, Hussein Moustafa, Manal A. Afifi, Matti Haukka, Ramadan M. Ramadan|2020|J.Mol.Struct.|1208|127860|doi:10.1016/j.molstruc.2020.127860

CCDC 1435506: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Anton A. Yakimanskiy, Matti Haukka, Vadim Yu. Kukushkin|2016|Organometallics|35|218|doi:10.1021/acs.organomet.5b00936

CCDC 1981159: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 961705: Experimental Crystal Structure Determination

Related Article: Jean-Daniel Compain, Marc Bourrez, Matti Haukka, Alain Deronzier, Sylvie Chardon-Noblat|2014|Chem.Commun.|50|2539|doi:10.1039/C4CC00197D

CCDC 1588805: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Rajendhraprasad Tatikonda, Pipsa Hirva, Evgeny Bulatov, Elina Sievänen, Matti Haukka|2018|CrystEngComm|20|3631|doi:10.1039/C8CE00483H

CCDC 1569221: Experimental Crystal Structure Determination

Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177

CCDC 1029126: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 2011188: Experimental Crystal Structure Determination

Related Article: Attila Márió Remete, Tamás T Novák, Melinda Nonn, Matti Haukka, Ferenc Fülöp, Loránd Kiss|2020|Beilstein J.Org.Chem.|16|2562|doi:10.3762/bjoc.16.208

CCDC 950096: Experimental Crystal Structure Determination

Related Article: Laura Koskinen, Sirpa Jaaskelainen, Pipsa Hirva, Matti Haukka|2014|Solid State Sciences|35|81|doi:10.1016/j.solidstatesciences.2014.06.012

CCDC 1428469: Experimental Crystal Structure Determination

Related Article: Kabali Senthilkumar, Maddalena Pizzotti, Krishnan Thirumoorthy, Gabriele Di Carlo, Stefania Righetto, Alessio Orbelli Biroli, Matti Haukka, Nallasamy Palanisami|2016|J.Phys.Chem.C|120|20277|doi:10.1021/acs.jpcc.6b06364

CCDC 1030481: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 1473789: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, Carolina Gimbert-Suriñach, Arne Ficks, Graham E. Ball, Mohan Bhadbhade, Matti Haukka, Lee Higham, Ebbe Nordlander, Stephen B. Colbran|2017|Dalton Trans.|46|3207|doi:10.1039/C6DT01494A

CCDC 1518696: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Matti Haukka, George C. Lisensky, Ari Lehtonen, Ebbe Nordlander|2019|Inorg.Chim.Acta|487|112|doi:10.1016/j.ica.2018.11.049

CCDC 1868990: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1426908: Experimental Crystal Structure Determination

Related Article: Erik Ekengard, Kamlesh Kumar, Thibault Fogeron, Carmen de Kock, Peter J. Smith, Matti Haukka, Magda Monari, Ebbe Nordlander|2016|Dalton Trans.|45|3905|doi:10.1039/C5DT03739E

CCDC 2031113: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, Matti Haukka|2021|Cryst.Growth Des.|21|974|doi:10.1021/acs.cgd.0c01314

CCDC 1004972: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1982286: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Matti Haukka, Oleg V. Levin, Antonio Frontera, Vadim Yu. Kukushkin|2020|Chem.-Eur.J.|26|7692|doi:10.1002/chem.202001196

CCDC 2243221: Experimental Crystal Structure Determination

Related Article: Mezna Saleh Altowyan, Matti Haukka, Saied M. Soliman, Assem Barakat, Ahmed T. A. Boraei, Ahmed Aboelmagd|2023|Crystals|13|797|doi:10.3390/cryst13050797

CCDC 2031119: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, Matti Haukka|2021|Cryst.Growth Des.|21|974|doi:10.1021/acs.cgd.0c01314

CCDC 937897: Experimental Crystal Structure Determination

Related Article: Thuy Minh Dau, Julia R. Shakirova, Antonio Doménech, Janne Jänis, Matti Haukka, Elena V. Grachova, Tapani A. Pakkanen, Sergey P. Tunik, Igor O. Koshevoy|2013|Eur.J.Inorg.Chem.||4976|doi:10.1002/ejic.201300615

CCDC 867362: Experimental Crystal Structure Determination

Related Article: Elzbieta Gumienna-Kontecka, Irina A. Golenya, Agnieszka Szebesczyk, Matti Haukka, Roland Krämer, and Igor O. Fritsky|2013|Inorg.Chem.|52|7633|doi:10.1021/ic4007229

CCDC 1406018: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Joona Sahamies, Elina Kalenius, Alexander S. Novikov, Vadim Yu Kukushkin, Matti Haukka|2016|Solid State Sciences|60|92|doi:10.1016/j.solidstatesciences.2016.08.005

CCDC 1983674: Experimental Crystal Structure Determination

Related Article: Erick Ramírez, Md. Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo|2020|Eur.J.Inorg.Chem.|2020|2798|doi:10.1002/ejic.202000488

CCDC 1545345: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 1470051: Experimental Crystal Structure Determination

Related Article: Tímea Gonda, Zsolt Szakonyi, Antal Csámpai, Matti Haukka, Ferenc Fülöp|2016|Tetrahedron:Asymm.|27|480|doi:10.1016/j.tetasy.2016.04.009

CCDC 938077: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Antti J. Karttunen, Ilya S. Kritchenkou, Dmitrii V. Krupenya, Stanislav I. Selivanov, Alexei S. Melnikov, Sergey P. Tunik, Matti Haukka, and Tapani A. Pakkanen|2013|Inorg.Chem.|52|3663|doi:10.1021/ic302105a

CCDC 938080: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Antti J. Karttunen, Ilya S. Kritchenkou, Dmitrii V. Krupenya, Stanislav I. Selivanov, Alexei S. Melnikov, Sergey P. Tunik, Matti Haukka, and Tapani A. Pakkanen|2013|Inorg.Chem.|52|3663|doi:10.1021/ic302105a

CCDC 1477312: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A

CCDC 1983676: Experimental Crystal Structure Determination

Related Article: Erick Ramírez, Md. Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo|2020|Eur.J.Inorg.Chem.|2020|2798|doi:10.1002/ejic.202000488

CCDC 1896756: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, George C. Lisensky, Matti Haukka, Derek A. Tocher, Michael G. Richmond, Stephen B. Colbran, Ebbe Nordlander|2021|J.Organomet.Chem.|943|121816|doi:10.1016/j.jorganchem.2021.121816

CCDC 2012727: Experimental Crystal Structure Determination

Related Article: Ahmed T.A. Boraei, Saied M. Soliman, Matti Haukka, Assem Barakat|2021|J.Mol.Struct.|1225|129302|doi:10.1016/j.molstruc.2020.129302

CCDC 1009214: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 912877: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Matti Haukka, and Vadim Yu. Kukushkin|2013|Organometallics|32|5212|doi:10.1021/om4007592

CCDC 935268: Experimental Crystal Structure Determination

Related Article: Matti Tuikka,Ulo Kersen,Matti Haukka|2013|CrystEngComm|15|6177|doi:10.1039/C3CE40692J

CCDC 1473788: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, Carolina Gimbert-Suriñach, Arne Ficks, Graham E. Ball, Mohan Bhadbhade, Matti Haukka, Lee Higham, Ebbe Nordlander, Stephen B. Colbran|2017|Dalton Trans.|46|3207|doi:10.1039/C6DT01494A

CCDC 986567: Experimental Crystal Structure Determination

Related Article: Joanne Tory , Lisa King, Antonios Maroulis , Matti Haukka , Maria José Calhorda , and František Hartl|2014|Inorg.Chem.|53|1382|doi:10.1021/ic402146t

CCDC 2058515: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1029123: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1469220: Experimental Crystal Structure Determination

Related Article: Małgorzata J. Gajewska, Alina Bieńko, Radovan Herchel, Matti Haukka, Maria Jerzykiewicz, Andrzej Ożarowski, Krzysztof Drabent, Chen-Hsiung Hung|2016|Dalton Trans.|45|15089|doi:10.1039/C6DT02333A

CCDC 1534660: Experimental Crystal Structure Determination

Related Article: Karolina Zdyb, Maxym O. Plutenko, Rostislav D. Lampeka, Matti Haukka, Malgorzata Ostrowska, Igor O. Fritsky, Elzbieta Gumienna-Kontecka|2017|Polyhedron|137|60|doi:10.1016/j.poly.2017.07.009

CCDC 868793: Experimental Crystal Structure Determination

Related Article: Evgeny Yu. Bulatov, Tatiana G. Chulkova, Irina A. Boyarskaya, Veniamin V. Kondratiev, Matti Haukka, Vadim Yu. Kukushkin|2014|J.Mol.Struct.|1068|176|doi:10.1016/j.molstruc.2014.04.010

CCDC 2039961: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, J. Mikko Rautiainen, Xin Ding, Matti Haukka|2021|J.Solid State Chem.|295|121930|doi:10.1016/j.jssc.2020.121930

CCDC 1401550: Experimental Crystal Structure Determination

Related Article: Tatiyana V. Serebryanskaya, Alexander S. Novikov, Pavel V. Gushchin, Matti Haukka, Ruslan E. Asfin, Peter M. Tolstoy, Vadim Yu. Kukushkin|2016|Phys.Chem.Chem.Phys.(PCCP)|18|14104|doi:10.1039/C6CP00861E

CCDC 1012801: Experimental Crystal Structure Determination

Related Article: Laura Koskinen, Sirpa Jääskeläinen, Pipsa Hirva, Matti Haukka|2015|Cryst.Growth Des.|15|1160|doi:10.1021/cg501482u

CCDC 1477308: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A

CCDC 1421537: Experimental Crystal Structure Determination

Related Article: Kabali Senthilkumar, Maddalena Pizzotti, Krishnan Thirumoorthy, Gabriele Di Carlo, Stefania Righetto, Alessio Orbelli Biroli, Matti Haukka, Nallasamy Palanisami|2016|J.Phys.Chem.C|120|20277|doi:10.1021/acs.jpcc.6b06364

CCDC 1847231: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012

CCDC 1550075: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 2045994: Experimental Crystal Structure Determination

Related Article: Md Kamal Hossain, Maxym O. Plutenko, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Igor O. Fritsky, Ebbe Nordlander|2021|J.Indian Chem.Soc.|98|100006|doi:10.1016/j.jics.2021.100006

CCDC 1502862: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Anja Köhntopp, Matti Haukka, Michael G. Richmond, Ari Lehtonen, Ebbe Nordlander|2020|Polyhedron|178|114312|doi:10.1016/j.poly.2019.114312

CCDC 875578: Experimental Crystal Structure Determination

Related Article: Aleksander Kufelnicki, Stefania V. Tomyn, Victoria Vitske, Jolanta Jaciubek-Rosińska, Matti Haukka, Igor O. Fritsky|2013|Polyhedron|56|144|doi:10.1016/j.poly.2013.03.053

CCDC 2045993: Experimental Crystal Structure Determination

Related Article: Md Kamal Hossain, Maxym O. Plutenko, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Igor O. Fritsky, Ebbe Nordlander|2021|J.Indian Chem.Soc.|98|100006|doi:10.1016/j.jics.2021.100006

CCDC 2023823: Experimental Crystal Structure Determination

Related Article: Ahmed T.A. Boraei, Matti Haukka, Saied M. Soliman, Assem Barakat|2020|J.Mol.Struct.||129429|doi:10.1016/j.molstruc.2020.129429

CCDC 1534664: Experimental Crystal Structure Determination

Related Article: Karolina Zdyb, Maxym O. Plutenko, Rostislav D. Lampeka, Matti Haukka, Malgorzata Ostrowska, Igor O. Fritsky, Elzbieta Gumienna-Kontecka|2017|Polyhedron|137|60|doi:10.1016/j.poly.2017.07.009

CCDC 1524888: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti Tuikka, Pipsa Hirva, Matti Haukka|2017|Solid State Sciences|71|8|doi:10.1016/j.solidstatesciences.2017.06.016

CCDC 1482396: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Naser Eltaher Eltayeb, Matti Haukka, Yousef Alghamdi|2017|J.Mol.Struct.|1128|70|doi:10.1016/j.molstruc.2016.08.058

CCDC 1962574: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1009521: Experimental Crystal Structure Determination

Related Article: Pavel V. Gushchin, Maxim L. Kuznetsov, Matti Haukka, and Vadim Yu. Kukushkin|2014|J.Phys.Chem.A|118|9529|doi:10.1021/jp506256a

CCDC 1900285: Experimental Crystal Structure Determination

Related Article: Sirpa Jääskeläinen, Laura Koskinen, Matti Haukka, Pipsa Hirva|2019|Solid State Sciences|97|105980|doi:10.1016/j.solidstatesciences.2019.105980

CCDC 1907903: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Massimo Cametti, Elina Kalenius, Antonino Famulari, Kari Rissanen, Matti Haukka|2019|Eur.J.Inorg.Chem.|2019|4463|doi:10.1002/ejic.201900579

CCDC 1500637: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Kia Bertula, Nonappa, Sami Hietala, Kari Rissanen, Matti Haukka|2017|Dalton Trans.|46|2793|doi:10.1039/C6DT04253H

CCDC 2054860: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, J. Mikko Rautiainen, Mikhail A. Kinzhalov, Khai-Nghi Truong, Manu Lahtinen, Matti Haukka|2021|Inorg.Chem.|60|13200|doi:10.1021/acs.inorgchem.1c01591

CCDC 1403038: Experimental Crystal Structure Determination

Related Article: Biswanath Das, Afnan Al-Hunaiti, Matti Haukka, Serhiy Demeshko, Steffen Meyer, Albert A. Shteinman, Franc Meyer, Timo Repo, Ebbe Nordlander|2015|Eur.J.Inorg.Chem.||3590|doi:10.1002/ejic.201500576

CCDC 1502863: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Anja Köhntopp, Matti Haukka, Michael G. Richmond, Ari Lehtonen, Ebbe Nordlander|2020|Polyhedron|178|114312|doi:10.1016/j.poly.2019.114312

CCDC 1499191: Experimental Crystal Structure Determination

Related Article: Sirpa Jääskeläinen, Laura Koskinen, Matti Kultamaa, Matti Haukka, Pipsa Hirva|2017|Solid State Sciences|67|37|doi:10.1016/j.solidstatesciences.2017.03.008

CCDC 1964840: Experimental Crystal Structure Determination

Related Article: Ferenc Miklós, Kristof Bozó, Zsolt Galla, Matti Haukka, Ferenc Fülöp|2017|Tetrahedron:Asymm.|28|1401|doi:10.1016/j.tetasy.2017.07.006

CCDC 927054: Experimental Crystal Structure Determination

Related Article: Mainak Mitra, Reena Singh, Monika Pyrkosz-Bulska, Matti Haukka, Elzbieta Gumienna-Kontecka, Ebbe Nordlander|2013|Z.Anorg.Allg.Chem.|639|1534|doi:10.1002/zaac.201300160

CCDC 966406: Experimental Crystal Structure Determination

Related Article: Biswanath Das, Bao-Lin Lee, Erik A. Karlsson, Torbjörn Åkermark, Andrey Shatskiy, Serhiy Demeshko, Rong-Zhen Liao, Tanja M. Laine, Matti Haukka, Erica Zeglio, Ahmed F. Abdel-Magied, Per E. M. Siegbahn, Franc Meyer, Markus D. Kärkäs, Eric V. Johnston, Ebbe Nordlander, Björn Åkermark|2016|Dalton Trans.|45|13289|doi:10.1039/C6DT01554A

CCDC 1009522: Experimental Crystal Structure Determination

Related Article: Pavel V. Gushchin, Maxim L. Kuznetsov, Matti Haukka, and Vadim Yu. Kukushkin|2014|J.Phys.Chem.A|118|9529|doi:10.1021/jp506256a

CCDC 2032100: Experimental Crystal Structure Determination

Related Article: Saeed Alshahrani, Saied M. Soliman, Abdullah Saleh Alamary, Abdullah Mohammed Al-Majid, Matti Haukka, Sammer Yousuf, Assem Barakat|2020|Crystals|10|955|doi:10.3390/cryst10100955

CCDC 880876: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Kamran T. Mahmudov, Matti Haukka, Armando J. L. Pombeiro|2014|New J.Chem.|38|495|doi:10.1039/C3NJ01292A

CCDC 880416: Experimental Crystal Structure Determination

Related Article: Evgeny Yu. Bulatov, Tatiana G. Chulkova, Irina A. Boyarskaya, Veniamin V. Kondratiev, Matti Haukka, Vadim Yu. Kukushkin|2014|J.Mol.Struct.|1068|176|doi:10.1016/j.molstruc.2014.04.010

CCDC 1493775: Experimental Crystal Structure Determination

Related Article: Ricardo G. Teixeira, Ana Rita Brás, Leonor Côrte-Real, Rajendhraprasad Tatikonda, Anabela Sanches, M. Paula Robalo, Fernando Avecilla, Tiago Moreira, M. Helena Garcia, Matti Haukka, Ana Preto, Andreia Valente|2018|Eur.J.Med.Chem.|143|503|doi:10.1016/j.ejmech.2017.11.059

CCDC 1477310: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A

CCDC 1949030: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Evgeny Bulatov, Rajendhraprasad Tatikonda, Kia Bertula, Elina Kalenius, Nonappa, Matti Haukka|2020|Soft Matter|16|2795|doi:10.1039/C9SM02186H

CCDC 1421536: Experimental Crystal Structure Determination

Related Article: Kabali Senthilkumar, Maddalena Pizzotti, Krishnan Thirumoorthy, Gabriele Di Carlo, Stefania Righetto, Alessio Orbelli Biroli, Matti Haukka, Nallasamy Palanisami|2016|J.Phys.Chem.C|120|20277|doi:10.1021/acs.jpcc.6b06364

CCDC 1406017: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Joona Sahamies, Elina Kalenius, Alexander S. Novikov, Vadim Yu Kukushkin, Matti Haukka|2016|Solid State Sciences|60|92|doi:10.1016/j.solidstatesciences.2016.08.005

CCDC 1868993: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1935022: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Elina Laurila, Maria Chernysheva, Pipsa Hirva, Matti Haukka|2020|Solid State Sciences|100|106103|doi:10.1016/j.solidstatesciences.2019.106103

CCDC 1582429: Experimental Crystal Structure Determination

Related Article: Ana B. Buades, Víctor Sanchez Arderiu, David Olid-Britos, Clara Viñas, Reijo Sillanpää, Matti Haukka, Xavier Fontrodona, Markos Paradinas, Carmen Ocal, Francesc Teixidor|2018|J.Am.Chem.Soc.|140|2957|doi:10.1021/jacs.7b12815

CCDC 1582000: Experimental Crystal Structure Determination

Related Article: Ana B. Buades, Víctor Sanchez Arderiu, David Olid-Britos, Clara Viñas, Reijo Sillanpää, Matti Haukka, Xavier Fontrodona, Markos Paradinas, Carmen Ocal, Francesc Teixidor|2018|J.Am.Chem.Soc.|140|2957|doi:10.1021/jacs.7b12815

CCDC 1029114: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1541300: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 1550084: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 1964839: Experimental Crystal Structure Determination

Related Article: Ferenc Miklós, Kristof Bozó, Zsolt Galla, Matti Haukka, Ferenc Fülöp|2017|Tetrahedron:Asymm.|28|1401|doi:10.1016/j.tetasy.2017.07.006

CCDC 1868988: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 912876: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Matti Haukka, and Vadim Yu. Kukushkin|2013|Organometallics|32|5212|doi:10.1021/om4007592

CCDC 1414621: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Alexander S. Novikov, Konstantin V. Luzyanin, Matti Haukka, Armando J. L. Pombeiro, Vadim Yu. Kukushkin|2016|New J.Chem.|40|521|doi:10.1039/C5NJ02564H

CCDC 1004969: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1523700: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Ari Lehtonen, Nadia C. Mösch-Zanetti, Ebbe Nordlander|2017|Polyhedron|134|275|doi:10.1016/j.poly.2017.04.036

CCDC 2031118: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, Matti Haukka|2021|Cryst.Growth Des.|21|974|doi:10.1021/acs.cgd.0c01314

CCDC 1893198: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 971205: Experimental Crystal Structure Determination

Related Article: Fatma M. Elantabli, Mduduzi P. Radebe, William M. Motswainyana, Bernard O. Owaga, Samir M. El-Medani, Erik Ekengard, Matti Haukka, Ebbe Nordlander, Martin O. Onani|2017|J.Organomet.Chem.|843|40|doi:10.1016/j.jorganchem.2017.04.022

CCDC 1508563: Experimental Crystal Structure Determination

Related Article: Beáta Fekete, Márta Palkó, Matti Haukka, Ferenc Fülöp|2017|Molecules|22|613|doi:10.3390/molecules22040613

CCDC 1493777: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Massimo Cametti, Elina Kalenius, Antonino Famulari, Kari Rissanen, Matti Haukka|2019|Eur.J.Inorg.Chem.|2019|4463|doi:10.1002/ejic.201900579

CCDC 1421538: Experimental Crystal Structure Determination

Related Article: Kabali Senthilkumar, Maddalena Pizzotti, Krishnan Thirumoorthy, Gabriele Di Carlo, Stefania Righetto, Alessio Orbelli Biroli, Matti Haukka, Nallasamy Palanisami|2016|J.Phys.Chem.C|120|20277|doi:10.1021/acs.jpcc.6b06364

CCDC 2040617: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Anton V. Rozhkov, Oleg V. Levin, Matti Haukka, Maxim L. Kuznetsov, Vadim Yu. Kukushkin|2021|Cryst.Growth Des.|21|1159|doi:10.1021/acs.cgd.0c01474

CCDC 1569224: Experimental Crystal Structure Determination

Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177

CCDC 2011187: Experimental Crystal Structure Determination

Related Article: Attila Márió Remete, Tamás T Novák, Melinda Nonn, Matti Haukka, Ferenc Fülöp, Loránd Kiss|2020|Beilstein J.Org.Chem.|16|2562|doi:10.3762/bjoc.16.208

CCDC 2078974: Experimental Crystal Structure Determination

Related Article: Mohamed R. Shehata, Mona S. Ragab and Matti Haukka|2021|CSD Communication|||

CCDC 1480685: Experimental Crystal Structure Determination

Related Article: Olesia I. Kucheriv, Sergii I. Shylin, Vadim Ksenofontov, Sebastian Dechert, Matti Haukka, Igor O. Fritsky, and Il’ya A. Gural’skiy|2016|Inorg.Chem.|55|4906|doi:10.1021/acs.inorgchem.6b00446

CCDC 950097: Experimental Crystal Structure Determination

Related Article: Laura Koskinen, Sirpa Jaaskelainen, Pipsa Hirva, Matti Haukka|2014|Solid State Sciences|35|81|doi:10.1016/j.solidstatesciences.2014.06.012

CCDC 938078: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Antti J. Karttunen, Ilya S. Kritchenkou, Dmitrii V. Krupenya, Stanislav I. Selivanov, Alexei S. Melnikov, Sergey P. Tunik, Matti Haukka, and Tapani A. Pakkanen|2013|Inorg.Chem.|52|3663|doi:10.1021/ic302105a

CCDC 1443464: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1009208: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 1493776: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Massimo Cametti, Elina Kalenius, Antonino Famulari, Kari Rissanen, Matti Haukka|2019|Eur.J.Inorg.Chem.|2019|4463|doi:10.1002/ejic.201900579

CCDC 1009211: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 2031114: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, Matti Haukka|2021|Cryst.Growth Des.|21|974|doi:10.1021/acs.cgd.0c01314

CCDC 1823429: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J

CCDC 1868987: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1893192: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 966546: Experimental Crystal Structure Determination

Related Article: Dmitrii S. Bolotin, Nadezhda A. Bokach, Andreii S. Kritchenkov, Matti Haukka, Vadim Yu. Kukushkin|2013|Inorg.Chem.|52|6378|doi:10.1021/ic4000878

CCDC 1480683: Experimental Crystal Structure Determination

Related Article: Olesia I. Kucheriv, Sergii I. Shylin, Vadim Ksenofontov, Sebastian Dechert, Matti Haukka, Igor O. Fritsky, and Il’ya A. Gural’skiy|2016|Inorg.Chem.|55|4906|doi:10.1021/acs.inorgchem.6b00446

CCDC 2165902: Experimental Crystal Structure Determination

Related Article: Mezna Saleh Altowyan, Saied M. Soliman, Matti Haukka, Nora Hamad Al-Shaalan, Aminah A. Alkharboush, Assem Barakat|2022|ACS Omega|7|35743|doi:10.1021/acsomega.2c03790

CCDC 1864425: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Naser Eltaher Eltayeb, Matti Haukka, Bandar A. Babgi|2019|Polyhedron|158|65|doi:10.1016/j.poly.2018.10.057

CCDC 1004974: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1443457: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 2034810: Experimental Crystal Structure Determination

Related Article: Ahmed A.M. Sarhan, Matti Haukka, Assem Barakat, Ahmed T.A. Boraei|2020|Tetrahedron Lett.|61|152660|doi:10.1016/j.tetlet.2020.152660

CCDC 2063843: Experimental Crystal Structure Determination

Related Article: Ákos Bajtel, Mounir Raji, Matti Haukka, Ferenc Fülöp, Zsolt Szakonyi|2021|Beilstein J.Org.Chem.|17|983|doi:10.3762/bjoc.17.80

CCDC 1045716: Experimental Crystal Structure Determination

Related Article: M. Abdul Mottalib, Matti Haukka, Ebbe Nordlander|2016|Polyhedron|103|275|doi:10.1016/j.poly.2015.04.021

CCDC 1495999: Experimental Crystal Structure Determination

Related Article: Loránd Kiss, Melinda Nonn, Reijo Sillanpää, Matti Haukka, Santos Fustero, Ferenc Fülöp|2016|Chem.Asian J.|11|3376|doi:10.1002/asia.201601046

CCDC 1043620: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1868998: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1030485: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 1456509: Experimental Crystal Structure Determination

Related Article: Daniil M. Ivanov, Alexander S. Novikov, Galina L. Starova, Matti Haukka, Vadim Yu. Kukushkin|2016|CrystEngComm|18|5278|doi:10.1039/C6CE01179A

CCDC 1900284: Experimental Crystal Structure Determination

Related Article: Sirpa Jääskeläinen, Laura Koskinen, Matti Haukka, Pipsa Hirva|2019|Solid State Sciences|97|105980|doi:10.1016/j.solidstatesciences.2019.105980

CCDC 1893199: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1443461: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1812970: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Abeer S. Elsherbiny, Naser Eltaher Eltayeb, Matti Haukka, Mohamed E. El-Hefnawy|2018|J.Organomet.Chem.|866|21|doi:10.1016/j.jorganchem.2018.04.004

CCDC 1501945: Experimental Crystal Structure Determination

Related Article: Elena A. Valishina, M. Fátima C. Guedes da Silva, Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Tatyana M. Buslaeva, Matti Haukka, Armando J.L. Pombeiro , Vadim P. Boyarskiy, Vadim Yu. Kukushkin, Konstantin V. Luzyanin|2014|J.Mol.Catal.A:Chem.|395|162|doi:10.1016/j.molcata.2014.08.018

CCDC 1823430: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J

CCDC 1989545: Experimental Crystal Structure Determination

Related Article: Saied M. Soliman, Jamal Lasri, Matti Haukka, Adel Elmarghany, Abdullah Mohammed Al-Majid, Ayman El-Faham, Assem Barakat|2020|J.Mol.Struct.|1217|128463|doi:10.1016/j.molstruc.2020.128463

CCDC 1043617: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1500639: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Kia Bertula, Nonappa, Sami Hietala, Kari Rissanen, Matti Haukka|2017|Dalton Trans.|46|2793|doi:10.1039/C6DT04253H

CCDC 1541822: Experimental Crystal Structure Determination

Related Article: Svetlana A. Katkova, Mikhail A. Kinzhalov, Peter M. Tolstoy, Alexander S. Novikov, Vadim P. Boyarskiy, Anastasiia Yu. Ananyan, Pavel V. Gushchin, Matti Haukka, Andrey A. Zolotarev, Alexander Yu. Ivanov, Semen S. Zlotsky, Vadim Yu. Kukushkin|2017|Organometallics|36|4145|doi:10.1021/acs.organomet.7b00569

CCDC 1569223: Experimental Crystal Structure Determination

Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177

CCDC 1029122: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 993900: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Amrendra K. Singh, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2014|Chem.Commun.|50|7705|doi:10.1039/C4CC02319F

CCDC 1004971: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1473054: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, Shishir Ghosh, Sucharita Basak-Modi, Ahmed F. Abdel-Magied, Shariff E. Kabir, Matti Haukka, Michael G. Richmond, George C. Lisensky, Ebbe Nordlander, Graeme Hogarth|2019|J.Organomet.Chem.|880|213|doi:10.1016/j.jorganchem.2018.10.018

CCDC 2054861: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, J. Mikko Rautiainen, Mikhail A. Kinzhalov, Khai-Nghi Truong, Manu Lahtinen, Matti Haukka|2021|Inorg.Chem.|60|13200|doi:10.1021/acs.inorgchem.1c01591

CCDC 872767: Experimental Crystal Structure Determination

Related Article: Julia R. Shakirova, Elena V. Grachova, Alexei S. Melnikov, Vladislav V. Gurzhiy, Sergey P. Tunik, Matti Haukka, Tapani A. Pakkanen, and Igor O. Koshevoy|2013|Organometallics|32|4061|doi:10.1021/om301100v

CCDC 1577121: Experimental Crystal Structure Determination

Related Article: Alexander G. Tskhovrebov, Anna A. Vasileva, Richard Goddard, Tina Riedel, Paul J. Dyson, Vladimir N. Mikhaylov, Tatiyana V. Serebryanskaya, Viktor N. Sorokoumov, Matti Haukka|2018|Inorg.Chem.|57|930|doi:10.1021/acs.inorgchem.8b00072

CCDC 1426906: Experimental Crystal Structure Determination

Related Article: Erik Ekengard, Kamlesh Kumar, Thibault Fogeron, Carmen de Kock, Peter J. Smith, Matti Haukka, Magda Monari, Ebbe Nordlander|2016|Dalton Trans.|45|3905|doi:10.1039/C5DT03739E

CCDC 1868997: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1062123: Experimental Crystal Structure Determination

Related Article: Reena Singh, Matti Haukka, Christine J. McKenzie, Ebbe Nordlander|2015|Eur.J.Inorg.Chem.||3485|doi:10.1002/ejic.201500468

CCDC 1569222: Experimental Crystal Structure Determination

Related Article: Justo Cabrera-González, Clara Viñas, Matti Haukka, Santanu Bhattacharyya, Johannes Gierschner, Rosario Núñez|2016|Chem.-Eur.J.|22|13588|doi:10.1002/chem.201601177

CCDC 1550083: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 938079: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Antti J. Karttunen, Ilya S. Kritchenkou, Dmitrii V. Krupenya, Stanislav I. Selivanov, Alexei S. Melnikov, Sergey P. Tunik, Matti Haukka, and Tapani A. Pakkanen|2013|Inorg.Chem.|52|3663|doi:10.1021/ic302105a

CCDC 986951: Experimental Crystal Structure Determination

Related Article: Ivan I. Eliseev, Pavel V. Gushchin, Yi-An Chen, Pi-Tai Chou, Matti Haukka, Galina L. Starova, Vadim Yu. Kukushkin|2014|Eur.J.Inorg.Chem.||4101|doi:10.1002/ejic.201402364

CCDC 1012800: Experimental Crystal Structure Determination

Related Article: Laura Koskinen, Sirpa Jääskeläinen, Pipsa Hirva, Matti Haukka|2015|Cryst.Growth Des.|15|1160|doi:10.1021/cg501482u

CCDC 1030484: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 2022605: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, Matti Haukka|2021|J.Solid State Chem.|293|121759|doi:10.1016/j.jssc.2020.121759

CCDC 1012799: Experimental Crystal Structure Determination

Related Article: Laura Koskinen, Sirpa Jääskeläinen, Pipsa Hirva, Matti Haukka|2015|Cryst.Growth Des.|15|1160|doi:10.1021/cg501482u

CCDC 1868996: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1004975: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1935020: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Elina Laurila, Maria Chernysheva, Pipsa Hirva, Matti Haukka|2020|Solid State Sciences|100|106103|doi:10.1016/j.solidstatesciences.2019.106103

CCDC 1868991: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1041705: Experimental Crystal Structure Determination

Related Article: Anastasiia M. Afanasenko, Evgeny Yu. Bulatov, Tatiana G. Chulkova , Matti Haukka, Fedor M. Dolgushin|2016|Transition Met.Chem.|41|387|doi:10.1007/s11243-016-0034-7

CCDC 2039958: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, J. Mikko Rautiainen, Xin Ding, Matti Haukka|2021|J.Solid State Chem.|295|121930|doi:10.1016/j.jssc.2020.121930

CCDC 2243222: Experimental Crystal Structure Determination

Related Article: Mezna Saleh Altowyan, Matti Haukka, Saied M. Soliman, Assem Barakat, Ahmed T. A. Boraei, Ahmed Aboelmagd|2023|Crystals|13|797|doi:10.3390/cryst13050797

CCDC 1531250: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Maitham H. Majeed, Manuel F. Abelairas-Edesa, Arne Ficks, Radwa M. Ashour, Ahibur Rahaman, William Clegg, Matti Haukka, Lee J. Higham, Ebbe Nordlander|2017|J.Organomet.Chem.|849-850|71|doi:10.1016/j.jorganchem.2017.05.031

CCDC 1880656: Experimental Crystal Structure Determination

Related Article: Ramadan M. Ramadan, Samir M. El���Medani, Abdelmoneim Makhlouf, Hussein Moustafa, Manal A. Afifi, Matti Haukka, Ayman Abdel Aziz|2021|Appl.Organomet.Chem.|35|e6246|doi:10.1002/aoc.6246

CCDC 2058511: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1477311: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A

CCDC 1542913: Experimental Crystal Structure Determination

Related Article: Svetlana A. Katkova, Mikhail A. Kinzhalov, Peter M. Tolstoy, Alexander S. Novikov, Vadim P. Boyarskiy, Anastasiia Yu. Ananyan, Pavel V. Gushchin, Matti Haukka, Andrey A. Zolotarev, Alexander Yu. Ivanov, Semen S. Zlotsky, Vadim Yu. Kukushkin|2017|Organometallics|36|4145|doi:10.1021/acs.organomet.7b00569

CCDC 2058516: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1534778: Experimental Crystal Structure Determination

Related Article: Elena Oleshkevich, Clara Viñas, Isabel Romero, Duane Choquesillo-Lazarte, Matti Haukka, Francesc Teixidor|2017|Inorg.Chem.|56|5502|doi:10.1021/acs.inorgchem.7b00610

CCDC 1508562: Experimental Crystal Structure Determination

Related Article: Beáta Fekete, Márta Palkó, Matti Haukka, Ferenc Fülöp|2017|Molecules|22|613|doi:10.3390/molecules22040613

CCDC 1407541: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 2063842: Experimental Crystal Structure Determination

Related Article: Ákos Bajtel, Mounir Raji, Matti Haukka, Ferenc Fülöp, Zsolt Szakonyi|2021|Beilstein J.Org.Chem.|17|983|doi:10.3762/bjoc.17.80

CCDC 1874712: Experimental Crystal Structure Determination

Related Article: Biswanath Das, Afnan Al-Hunaiti, Brenda N. S��nchez-Egu��a, Erica Zeglio, Serhiy Demeshko, Sebastian Dechert, Steffen Braunger, Matti Haukka, Timo Repo, Ivan Castillo, Ebbe Nordlander|2019|Frontiers in Chemistry|7|97|doi:10.3389/fchem.2019.00097

CCDC 1962573: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1893194: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1550074: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 1029128: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1823432: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J

CCDC 2011186: Experimental Crystal Structure Determination

Related Article: Attila Márió Remete, Tamás T Novák, Melinda Nonn, Matti Haukka, Ferenc Fülöp, Loránd Kiss|2020|Beilstein J.Org.Chem.|16|2562|doi:10.3762/bjoc.16.208

CCDC 1964841: Experimental Crystal Structure Determination

Related Article: Ferenc Miklós, Kristof Bozó, Zsolt Galla, Matti Haukka, Ferenc Fülöp|2017|Tetrahedron:Asymm.|28|1401|doi:10.1016/j.tetasy.2017.07.006

CCDC 1470271: Experimental Crystal Structure Determination

Related Article: Daniil M. Ivanov, Alexander S. Novikov, Galina L. Starova, Matti Haukka, Vadim Yu. Kukushkin|2016|CrystEngComm|18|5278|doi:10.1039/C6CE01179A

CCDC 1443456: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1817631: Experimental Crystal Structure Determination

Related Article: Dina V. Boyarskaya, Evgeny Bulatov, Irina A. Boyarskaya, Tatiana G. Chulkova, Valentin A. Rassadin, Elena G. Tolstopjatova, Ilya E. Kolesnikov, Margarita S. Avdontceva, Taras L. Panikorovskii, Vitalii V. Suslonov, Matti Haukka|2018|Organometallics|38|300|doi:10.1021/acs.organomet.8b00725

CCDC 1541821: Experimental Crystal Structure Determination

Related Article: Svetlana A. Katkova, Mikhail A. Kinzhalov, Peter M. Tolstoy, Alexander S. Novikov, Vadim P. Boyarskiy, Anastasiia Yu. Ananyan, Pavel V. Gushchin, Matti Haukka, Andrey A. Zolotarev, Alexander Yu. Ivanov, Semen S. Zlotsky, Vadim Yu. Kukushkin|2017|Organometallics|36|4145|doi:10.1021/acs.organomet.7b00569

CCDC 2031117: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, Matti Haukka|2021|Cryst.Growth Des.|21|974|doi:10.1021/acs.cgd.0c01314

CCDC 1534777: Experimental Crystal Structure Determination

Related Article: Elena Oleshkevich, Clara Viñas, Isabel Romero, Duane Choquesillo-Lazarte, Matti Haukka, Francesc Teixidor|2017|Inorg.Chem.|56|5502|doi:10.1021/acs.inorgchem.7b00610

CCDC 937898: Experimental Crystal Structure Determination

Related Article: Thuy Minh Dau, Julia R. Shakirova, Antonio Doménech, Janne Jänis, Matti Haukka, Elena V. Grachova, Tapani A. Pakkanen, Sergey P. Tunik, Igor O. Koshevoy|2013|Eur.J.Inorg.Chem.||4976|doi:10.1002/ejic.201300615

CCDC 1473790: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, Carolina Gimbert-Suriñach, Arne Ficks, Graham E. Ball, Mohan Bhadbhade, Matti Haukka, Lee Higham, Ebbe Nordlander, Stephen B. Colbran|2017|Dalton Trans.|46|3207|doi:10.1039/C6DT01494A

CCDC 1545348: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 872766: Experimental Crystal Structure Determination

Related Article: Julia R. Shakirova, Elena V. Grachova, Alexei S. Melnikov, Vladislav V. Gurzhiy, Sergey P. Tunik, Matti Haukka, Tapani A. Pakkanen, and Igor O. Koshevoy|2013|Organometallics|32|4061|doi:10.1021/om301100v

CCDC 986954: Experimental Crystal Structure Determination

Related Article: Ivan I. Eliseev, Pavel V. Gushchin, Yi-An Chen, Pi-Tai Chou, Matti Haukka, Galina L. Starova, Vadim Yu. Kukushkin|2014|Eur.J.Inorg.Chem.||4101|doi:10.1002/ejic.201402364

CCDC 1030483: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 1550078: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 1982283: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Matti Haukka, Oleg V. Levin, Antonio Frontera, Vadim Yu. Kukushkin|2020|Chem.-Eur.J.|26|7692|doi:10.1002/chem.202001196

CCDC 1493778: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Massimo Cametti, Elina Kalenius, Antonino Famulari, Kari Rissanen, Matti Haukka|2019|Eur.J.Inorg.Chem.|2019|4463|doi:10.1002/ejic.201900579

CCDC 1456075: Experimental Crystal Structure Determination

Related Article: Daniil M. Ivanov, Alexander S. Novikov, Galina L. Starova, Matti Haukka, Vadim Yu. Kukushkin|2016|CrystEngComm|18|5278|doi:10.1039/C6CE01179A

CCDC 1582430: Experimental Crystal Structure Determination

Related Article: Ana B. Buades, Víctor Sanchez Arderiu, David Olid-Britos, Clara Viñas, Reijo Sillanpää, Matti Haukka, Xavier Fontrodona, Markos Paradinas, Carmen Ocal, Francesc Teixidor|2018|J.Am.Chem.Soc.|140|2957|doi:10.1021/jacs.7b12815

CCDC 2022604: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, Matti Haukka|2021|J.Solid State Chem.|293|121759|doi:10.1016/j.jssc.2020.121759

CCDC 2203624: Experimental Crystal Structure Determination

Related Article: Hessa H. Al-Rasheed, Matti Haukka, Saied M. Soliman, Abdullah Mohammed Al-Majid, M. Ali, Ayman El-Faham, Assem Barakat|2022|Crystals|12|1335|doi:10.3390/cryst12101335

CCDC 1814088: Experimental Crystal Structure Determination

Related Article: Attila Márió Remete, Melinda Nonn, Santos Fustero, Matti Haukka, Ferenc Fülöp, Loránd Kiss|2018|Eur.J.Org.Chem.|2018|3735|doi:10.1002/ejoc.201800057

CCDC 2011891: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, Margarita Bulatova, Xin Ding, Matti Haukka|2020|Cryst.Growth Des.|20|7197|doi:10.1021/acs.cgd.0c00866

CCDC 1998456: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Hessa H. Al-Rasheed, Ayman El-Faham, Matti Haukka, Nael Abutaha, Saied M. Soliman|2020|Polyhedron|187|114665|doi:10.1016/j.poly.2020.114665

CCDC 1901330: Experimental Crystal Structure Determination

Related Article: Malgorzata Ostrowska, Irina A. Golenya, Matti Haukka, Igor Fritsky, Elzbieta Gumienna-Kontecka|2019|CSD Communication|||

CCDC 1510203: Experimental Crystal Structure Determination

Related Article: Fatma M. Elantabli, Mduduzi P. Radebe, William M. Motswainyana, Bernard O. Owaga, Samir M. El-Medani, Erik Ekengard, Matti Haukka, Ebbe Nordlander, Martin O. Onani|2017|J.Organomet.Chem.|843|40|doi:10.1016/j.jorganchem.2017.04.022

CCDC 796465: Experimental Crystal Structure Determination

Related Article: Sirpa Jääskeläinen, Laura Koskinen, Matti Kultamaa, Matti Haukka, Pipsa Hirva|2017|Solid State Sciences|67|37|doi:10.1016/j.solidstatesciences.2017.03.008

CCDC 966544: Experimental Crystal Structure Determination

Related Article: Dmitrii S. Bolotin, Nadezhda A. Bokach, Andreii S. Kritchenkov, Matti Haukka, Vadim Yu. Kukushkin|2013|Inorg.Chem.|52|6378|doi:10.1021/ic4000878

CCDC 1935018: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Elina Laurila, Maria Chernysheva, Pipsa Hirva, Matti Haukka|2020|Solid State Sciences|100|106103|doi:10.1016/j.solidstatesciences.2019.106103

CCDC 2058518: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 2039959: Experimental Crystal Structure Determination

Related Article: Maria V. Chernysheva, J. Mikko Rautiainen, Xin Ding, Matti Haukka|2021|J.Solid State Chem.|295|121930|doi:10.1016/j.jssc.2020.121930

CCDC 1563942: Experimental Crystal Structure Determination

Related Article: Sabina W. Jaros, Jerzy Sokolnicki, Aleksandra Wołoszyn, Matti Haukka, Alexander M. Kirillov, Piotr Smoleński|2018|J.Mater.Chem.C|6|1670|doi:10.1039/C7TC03863A

CCDC 1582431: Experimental Crystal Structure Determination

Related Article: Ana B. Buades, Víctor Sanchez Arderiu, David Olid-Britos, Clara Viñas, Reijo Sillanpää, Matti Haukka, Xavier Fontrodona, Markos Paradinas, Carmen Ocal, Francesc Teixidor|2018|J.Am.Chem.Soc.|140|2957|doi:10.1021/jacs.7b12815

CCDC 1517184: Experimental Crystal Structure Determination

Related Article: Daniil M. Ivanov, Mikhail A. Kinzhalov, Alexander S. Novikov, Ivan V. Ananyev, Anna A. Romanova, Vadim P. Boyarskiy, Matti Haukka, Vadim Yu. Kukushkin|2017|Cryst.Growth Des.|17|1353|doi:10.1021/acs.cgd.6b01754

CCDC 1473051: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, Shishir Ghosh, Sucharita Basak-Modi, Ahmed F. Abdel-Magied, Shariff E. Kabir, Matti Haukka, Michael G. Richmond, George C. Lisensky, Ebbe Nordlander, Graeme Hogarth|2019|J.Organomet.Chem.|880|213|doi:10.1016/j.jorganchem.2018.10.018

CCDC 1868994: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1935021: Experimental Crystal Structure Determination

Related Article: Kalle Kolari, Elina Laurila, Maria Chernysheva, Pipsa Hirva, Matti Haukka|2020|Solid State Sciences|100|106103|doi:10.1016/j.solidstatesciences.2019.106103

CCDC 1531252: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Maitham H. Majeed, Manuel F. Abelairas-Edesa, Arne Ficks, Radwa M. Ashour, Ahibur Rahaman, William Clegg, Matti Haukka, Lee J. Higham, Ebbe Nordlander|2017|J.Organomet.Chem.|849-850|71|doi:10.1016/j.jorganchem.2017.05.031

CCDC 1518110: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Bruno Pedras, Matti Haukka, Mário N. Berberan-Santos|2017|Polyhedron|133|195|doi:10.1016/j.poly.2017.05.036

CCDC 1550076: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 1550081: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 2031115: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, Matti Haukka|2021|Cryst.Growth Des.|21|974|doi:10.1021/acs.cgd.0c01314

CCDC 1029117: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1040501: Experimental Crystal Structure Determination

Related Article: Zsolt Szakonyi, Árpád Csőr, Matti Haukka, Ferenc Fülöp|2015|Tetrahedron|71|4846|doi:10.1016/j.tet.2015.05.019

CCDC 1541301: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 2102638: Experimental Crystal Structure Determination

Related Article: Mohammad Shahidul Islam, Matti Haukka, Saied M. Soliman, Abdullah Mohammed Al-Majid, A.F.M.Motiur Rahman, Ahmed Bari, Assem Barakat|2022|J.Mol.Struct.|1250|131711|doi:10.1016/j.molstruc.2021.131711

CCDC 2163939: Experimental Crystal Structure Determination

Related Article: Ihab Shawish, Assem Barakat, Ali Aldalbahi, Azizah M. Malebari, Mohamed S. Nafie, Adnan A. Bekhit, Amgad Albohy, Alamgir Khan, Zaheer Ul-Haq, Matti Haukka, Beatriz G. de la Torre, Fernando Albericio, Ayman El-Faham|2022|ACS Omega|7|24858|doi:10.1021/acsomega.2c03079

CCDC 1443462: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1004970: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1534779: Experimental Crystal Structure Determination

Related Article: Elena Oleshkevich, Clara Viñas, Isabel Romero, Duane Choquesillo-Lazarte, Matti Haukka, Francesc Teixidor|2017|Inorg.Chem.|56|5502|doi:10.1021/acs.inorgchem.7b00610

CCDC 1443465: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1443460: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1535674: Experimental Crystal Structure Determination

Related Article: Ricardo G. Teixeira, Ana Rita Brás, Leonor Côrte-Real, Rajendhraprasad Tatikonda, Anabela Sanches, M. Paula Robalo, Fernando Avecilla, Tiago Moreira, M. Helena Garcia, Matti Haukka, Ana Preto, Andreia Valente|2018|Eur.J.Med.Chem.|143|503|doi:10.1016/j.ejmech.2017.11.059

CCDC 2048905: Experimental Crystal Structure Determination

Related Article: Mohamed El Haimer, Márta Palkó, Matti Haukka, Márió Gajdács, István Zupkó, Ferenc Fülöp|2021|RSC Advances|11|6952|doi:10.1039/D0RA10553H

CCDC 1401549: Experimental Crystal Structure Determination

Related Article: Tatiyana V. Serebryanskaya, Alexander S. Novikov, Pavel V. Gushchin, Matti Haukka, Ruslan E. Asfin, Peter M. Tolstoy, Vadim Yu. Kukushkin|2016|Phys.Chem.Chem.Phys.(PCCP)|18|14104|doi:10.1039/C6CP00861E

CCDC 935271: Experimental Crystal Structure Determination

Related Article: Matti Tuikka,Ulo Kersen,Matti Haukka|2013|CrystEngComm|15|6177|doi:10.1039/C3CE40692J

CCDC 2048906: Experimental Crystal Structure Determination

Related Article: Mohamed El Haimer, Márta Palkó, Matti Haukka, Márió Gajdács, István Zupkó, Ferenc Fülöp|2021|RSC Advances|11|6952|doi:10.1039/D0RA10553H

CCDC 1868992: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 867363: Experimental Crystal Structure Determination

Related Article: Elzbieta Gumienna-Kontecka, Irina A. Golenya, Agnieszka Szebesczyk, Matti Haukka, Roland Krämer, and Igor O. Fritsky|2013|Inorg.Chem.|52|7633|doi:10.1021/ic4007229

CCDC 1545344: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 2058509: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1010853: Experimental Crystal Structure Determination

Related Article: Linda Ta, Anton Axelsson, Joachim Bijl, Matti Haukka, Henrik Sundén|2014|Chem.-Eur.J.|20|13889|doi:10.1002/chem.201404288

CCDC 1541820: Experimental Crystal Structure Determination

Related Article: Svetlana A. Katkova, Mikhail A. Kinzhalov, Peter M. Tolstoy, Alexander S. Novikov, Vadim P. Boyarskiy, Anastasiia Yu. Ananyan, Pavel V. Gushchin, Matti Haukka, Andrey A. Zolotarev, Alexander Yu. Ivanov, Semen S. Zlotsky, Vadim Yu. Kukushkin|2017|Organometallics|36|4145|doi:10.1021/acs.organomet.7b00569

CCDC 938076: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Antti J. Karttunen, Ilya S. Kritchenkou, Dmitrii V. Krupenya, Stanislav I. Selivanov, Alexei S. Melnikov, Sergey P. Tunik, Matti Haukka, and Tapani A. Pakkanen|2013|Inorg.Chem.|52|3663|doi:10.1021/ic302105a

CCDC 1545351: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 935270: Experimental Crystal Structure Determination

Related Article: Matti Tuikka,Ulo Kersen,Matti Haukka|2013|CrystEngComm|15|6177|doi:10.1039/C3CE40692J

CCDC 1477309: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Sandip Bhowmik, Kari Rissanen, Matti Haukka, Massimo Cametti|2016|Dalton Trans.|45|12756|doi:10.1039/C6DT02008A

CCDC 1550073: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 2012728: Experimental Crystal Structure Determination

Related Article: Ahmed T.A. Boraei, Saied M. Soliman, Matti Haukka, Assem Barakat|2021|J.Mol.Struct.|1225|129302|doi:10.1016/j.molstruc.2020.129302

CCDC 1998255: Experimental Crystal Structure Determination

Related Article: Saied M. Soliman, Matti Haukka, Hessa H. Al-Rasheed, Ayman El-Faham|2020|J.Mol.Struct.|1219|128584|doi:10.1016/j.molstruc.2020.128584

CCDC 1043616: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1029119: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1545352: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 1981173: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 960138: Experimental Crystal Structure Determination

Related Article: Mainak Mitra, Julio Lloret-Fillol, Matti Haukka, Miquel Costas, Ebbe Nordlander|2014|Chem.Commun.|50|1408|doi:10.1039/C3CC47830K

CCDC 1818370: Experimental Crystal Structure Determination

Related Article: Dina V. Boyarskaya, Evgeny Bulatov, Irina A. Boyarskaya, Tatiana G. Chulkova, Valentin A. Rassadin, Elena G. Tolstopjatova, Ilya E. Kolesnikov, Margarita S. Avdontceva, Taras L. Panikorovskii, Vitalii V. Suslonov, Matti Haukka|2018|Organometallics|38|300|doi:10.1021/acs.organomet.8b00725

CCDC 1004973: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1534659: Experimental Crystal Structure Determination

Related Article: Karolina Zdyb, Maxym O. Plutenko, Rostislav D. Lampeka, Matti Haukka, Malgorzata Ostrowska, Igor O. Fritsky, Elzbieta Gumienna-Kontecka|2017|Polyhedron|137|60|doi:10.1016/j.poly.2017.07.009

CCDC 1817212: Experimental Crystal Structure Determination

Related Article: Dina V. Boyarskaya, Evgeny Bulatov, Irina A. Boyarskaya, Tatiana G. Chulkova, Valentin A. Rassadin, Elena G. Tolstopjatova, Ilya E. Kolesnikov, Margarita S. Avdontceva, Taras L. Panikorovskii, Vitalii V. Suslonov, Matti Haukka|2018|Organometallics|38|300|doi:10.1021/acs.organomet.8b00725

CCDC 1896754: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, George C. Lisensky, Matti Haukka, Derek A. Tocher, Michael G. Richmond, Stephen B. Colbran, Ebbe Nordlander|2021|J.Organomet.Chem.|943|121816|doi:10.1016/j.jorganchem.2021.121816

CCDC 1030482: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 1823428: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J

CCDC 2058514: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1043619: Experimental Crystal Structure Determination

Related Article: Ahmed F. Abdel-Magied, Yusuf Theibich, Amrendra K. Singh, Ahibur Rahaman, Isa Doverbratt, Arun K. Raha, Matti Haukka, Michael G. Richmond, Ebbe Nordlander|2020|Dalton Trans.|49|4244|doi:10.1039/C9DT04799A

CCDC 1545343: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 1822503: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Matti Haukka, Mikko M. Hänninen, George C. Lisensky, Petriina Paturi, Ebbe Nordlander, Ari Lehtonen|2018|Inorg.Chem.Commun.|93|149|doi:10.1016/j.inoche.2018.05.023

CCDC 1040500: Experimental Crystal Structure Determination

Related Article: Zsolt Szakonyi, Árpád Csőr, Matti Haukka, Ferenc Fülöp|2015|Tetrahedron|71|4846|doi:10.1016/j.tet.2015.05.019

CCDC 1822187: Experimental Crystal Structure Determination

Related Article: Dina V. Boyarskaya, Evgeny Bulatov, Irina A. Boyarskaya, Tatiana G. Chulkova, Valentin A. Rassadin, Elena G. Tolstopjatova, Ilya E. Kolesnikov, Margarita S. Avdontceva, Taras L. Panikorovskii, Vitalii V. Suslonov, Matti Haukka|2018|Organometallics|38|300|doi:10.1021/acs.organomet.8b00725

CCDC 2044570: Experimental Crystal Structure Determination

Related Article: Md Kamal Hossain, Jörg A. Schachner, Matti Haukka, Michael G. Richmond, Nadia C. Mösch-Zanetti, Ari Lehtonen, Ebbe Nordlander|2021|Polyhedron|205|115234|doi:10.1016/j.poly.2021.115234

CCDC 1964842: Experimental Crystal Structure Determination

Related Article: Ferenc Miklós, Kristof Bozó, Zsolt Galla, Matti Haukka, Ferenc Fülöp|2017|Tetrahedron:Asymm.|28|1401|doi:10.1016/j.tetasy.2017.07.006

CCDC 1896755: Experimental Crystal Structure Determination

Related Article: Ahibur Rahaman, George C. Lisensky, Matti Haukka, Derek A. Tocher, Michael G. Richmond, Stephen B. Colbran, Ebbe Nordlander|2021|J.Organomet.Chem.|943|121816|doi:10.1016/j.jorganchem.2021.121816

CCDC 2040619: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Anton V. Rozhkov, Oleg V. Levin, Matti Haukka, Maxim L. Kuznetsov, Vadim Yu. Kukushkin|2021|Cryst.Growth Des.|21|1159|doi:10.1021/acs.cgd.0c01474

CCDC 1893193: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Henri Malinen, Matti Haukka, Jari Konu|2019|Cryst.Growth Des.|19|2434|doi:10.1021/acs.cgd.9b00119

CCDC 1983675: Experimental Crystal Structure Determination

Related Article: Erick Ramírez, Md. Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo|2020|Eur.J.Inorg.Chem.|2020|2798|doi:10.1002/ejic.202000488

CCDC 2040621: Experimental Crystal Structure Determination

Related Article: Eugene A. Katlenok, Anton V. Rozhkov, Oleg V. Levin, Matti Haukka, Maxim L. Kuznetsov, Vadim Yu. Kukushkin|2021|Cryst.Growth Des.|21|1159|doi:10.1021/acs.cgd.0c01474

CCDC 1493774: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Massimo Cametti, Elina Kalenius, Antonino Famulari, Kari Rissanen, Matti Haukka|2019|Eur.J.Inorg.Chem.|2019|4463|doi:10.1002/ejic.201900579

CCDC 1480682: Experimental Crystal Structure Determination

Related Article: Olesia I. Kucheriv, Sergii I. Shylin, Vadim Ksenofontov, Sebastian Dechert, Matti Haukka, Igor O. Fritsky, and Il’ya A. Gural’skiy|2016|Inorg.Chem.|55|4906|doi:10.1021/acs.inorgchem.6b00446

CCDC 1509734: Experimental Crystal Structure Determination

Related Article: Daniil M. Ivanov, Mikhail A. Kinzhalov, Alexander S. Novikov, Ivan V. Ananyev, Anna A. Romanova, Vadim P. Boyarskiy, Matti Haukka, Vadim Yu. Kukushkin|2017|Cryst.Growth Des.|17|1353|doi:10.1021/acs.cgd.6b01754

CCDC 1029113: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 875577: Experimental Crystal Structure Determination

Related Article: Aleksander Kufelnicki, Stefania V. Tomyn, Victoria Vitske, Jolanta Jaciubek-Rosińska, Matti Haukka, Igor O. Fritsky|2013|Polyhedron|56|144|doi:10.1016/j.poly.2013.03.053

CCDC 2058517: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1847232: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Jörg A. Schachner, Matti Haukka, Nadia C. Mösch-Zanetti, Ebbe Nordlander, Ari Lehtonen|2019|Inorg.Chim.Acta|486|17|doi:10.1016/j.ica.2018.10.012

CCDC 1518697: Experimental Crystal Structure Determination

Related Article: Md. Kamal Hossain, Matti Haukka, George C. Lisensky, Ari Lehtonen, Ebbe Nordlander|2019|Inorg.Chim.Acta|487|112|doi:10.1016/j.ica.2018.11.049

CCDC 2203623: Experimental Crystal Structure Determination

Related Article: Hessa H. Al-Rasheed, Matti Haukka, Saied M. Soliman, Abdullah Mohammed Al-Majid, M. Ali, Ayman El-Faham, Assem Barakat|2022|Crystals|12|1335|doi:10.3390/cryst12101335

CCDC 1435500: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Anton A. Yakimanskiy, Matti Haukka, Vadim Yu. Kukushkin|2016|Organometallics|35|218|doi:10.1021/acs.organomet.5b00936

CCDC 1030480: Experimental Crystal Structure Determination

Related Article: Maximilian N. Kopylovich, Matti Haukka, Kamran T. Mahmudov|2015|Tetrahedron|71|8622|doi:10.1016/j.tet.2015.09.020

CCDC 1983679: Experimental Crystal Structure Determination

Related Article: Erick Ramírez, Md. Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo|2020|Eur.J.Inorg.Chem.|2020|2798|doi:10.1002/ejic.202000488

CCDC 1812968: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Abeer S. Elsherbiny, Naser Eltaher Eltayeb, Matti Haukka, Mohamed E. El-Hefnawy|2018|J.Organomet.Chem.|866|21|doi:10.1016/j.jorganchem.2018.04.004

CCDC 1470052: Experimental Crystal Structure Determination

Related Article: Tímea Gonda, Zsolt Szakonyi, Antal Csámpai, Matti Haukka, Ferenc Fülöp|2016|Tetrahedron:Asymm.|27|480|doi:10.1016/j.tetasy.2016.04.009

CCDC 916953: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Yuh-Chia Chang, Antti J. Karttunen, Julia R. Shakirova, Janne Jänis, Matti Haukka, Tapani Pakkanen, Pi-Tai Chou|2013|Chem.-Eur.J.|19|5104|doi:10.1002/chem.201204611

CCDC 2031116: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, Matti Haukka|2021|Cryst.Growth Des.|21|974|doi:10.1021/acs.cgd.0c01314

CCDC 994961: Experimental Crystal Structure Determination

Related Article: Mainak Mitra , Hassan Nimir , Serhiy Demeshko , Satish S. Bhat , Sergey O. Malinkin , Matti Haukka , Julio Lloret-Fillol , George C. Lisensky , Franc Meyer , Albert A. Shteinman , Wesley R. Browne , David A. Hrovat , Michael G.Richmond , Miquel Costas , Ebbe Nordlander|2015|Inorg.Chem.|54|7152|doi:10.1021/ic5029564

CCDC 1456786: Experimental Crystal Structure Determination

Related Article: Beáta Fekete, Márta Palkó, István Mándity, Matti Haukka, Ferenc Fülöp|2016|Eur.J.Org.Chem.|2016|3519|doi:10.1002/ejoc.201600434

CCDC 1435503: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Anton A. Yakimanskiy, Matti Haukka, Vadim Yu. Kukushkin|2016|Organometallics|35|218|doi:10.1021/acs.organomet.5b00936

CCDC 1823433: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Zülal Özdemir, Nonappa, Matti Haukka|2019|Soft Matter|15|442|doi:10.1039/C8SM02006J

CCDC 955946: Experimental Crystal Structure Determination

Related Article: Julia R. Shakirova, Elena V. Grachova, Alexei S. Melnikov, Vladislav V. Gurzhiy, Sergey P. Tunik, Matti Haukka, Tapani A. Pakkanen, and Igor O. Koshevoy|2013|Organometallics|32|4061|doi:10.1021/om301100v

CCDC 1982518: Experimental Crystal Structure Determination

Related Article: Vitor C. Weiss, Giliandro Farias, André L. Amorim, Fernando R. Xavier, Tiago P. Camargo, Mayana B. Bregalda, Matti Haukka, Ebbe Nordlander, Bernardo de Souza, Rosely A. Peralta|2020|Inorg.Chem.|59|13078|doi:10.1021/acs.inorgchem.0c00638

CCDC 2058510: Experimental Crystal Structure Determination

Related Article: Esa Kukkonen, Elmeri Lahtinen, Pasi Myllyperkiö, Matti Haukka, Jari Konu|2021|New J.Chem.|45|6640|doi:10.1039/D1NJ00456E

CCDC 1029118: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 2054862: Experimental Crystal Structure Determination

Related Article: Margarita Bulatova, Daniil M. Ivanov, J. Mikko Rautiainen, Mikhail A. Kinzhalov, Khai-Nghi Truong, Manu Lahtinen, Matti Haukka|2021|Inorg.Chem.|60|13200|doi:10.1021/acs.inorgchem.1c01591

CCDC 1443463: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Elina Kalenius, Matti Haukka|2016|Inorg.Chim.Acta|453|298|doi:10.1016/j.ica.2016.08.015

CCDC 1435502: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Anton A. Yakimanskiy, Matti Haukka, Vadim Yu. Kukushkin|2016|Organometallics|35|218|doi:10.1021/acs.organomet.5b00936

CCDC 1009212: Experimental Crystal Structure Determination

Related Article: Xin Ding, Matti J. Tuikka, Pipsa Hirva, Vadim Yu. Kukushkin, Alexander S. Novikov, Matti Haukka|2016|CrystEngComm|18|1987|doi:10.1039/C5CE02396C

CCDC 1545347: Experimental Crystal Structure Determination

Related Article: Rajendhraprasad Tatikonda, Evgeny Bulatov, Elina Kalenius, Matti Haukka|2017|Cryst.Growth Des.|17|5918|doi:10.1021/acs.cgd.7b01034

CCDC 1004976: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Dmitry Morozov, Jarkko Mutanen, Vadim Yu Kukushkin, Gerrit Groenhof, Matti Haukka|2014|J.Mater.Chem.C|2|8285|doi:10.1039/C4TC01165A

CCDC 1510204: Experimental Crystal Structure Determination

Related Article: Fatma M. Elantabli, Mduduzi P. Radebe, William M. Motswainyana, Bernard O. Owaga, Samir M. El-Medani, Erik Ekengard, Matti Haukka, Ebbe Nordlander, Martin O. Onani|2017|J.Organomet.Chem.|843|40|doi:10.1016/j.jorganchem.2017.04.022

CCDC 1029125: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1880657: Experimental Crystal Structure Determination

Related Article: Ramadan M. Ramadan, Samir M. El���Medani, Abdelmoneim Makhlouf, Hussein Moustafa, Manal A. Afifi, Matti Haukka, Ayman Abdel Aziz|2021|Appl.Organomet.Chem.|35|e6246|doi:10.1002/aoc.6246

CCDC 1057564: Experimental Crystal Structure Determination

Related Article: Melinda Nonn, Loránd Kiss, Matti Haukka, Santos Fustero, Ferenc Fülöp|2015|Org.Lett.|17|1074|doi:10.1021/acs.orglett.5b00182

CCDC 1435505: Experimental Crystal Structure Determination

Related Article: Mikhail A. Kinzhalov, Svetlana A. Timofeeva, Konstantin V. Luzyanin, Vadim P. Boyarskiy, Anton A. Yakimanskiy, Matti Haukka, Vadim Yu. Kukushkin|2016|Organometallics|35|218|doi:10.1021/acs.organomet.5b00936

CCDC 1868999: Experimental Crystal Structure Determination

Related Article: Evgeny Bulatov, Matti Haukka|2019|Dalton Trans.|48|3369|doi:10.1039/C8DT03912G

CCDC 1550077: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 1998457: Experimental Crystal Structure Determination

Related Article: Jamal Lasri, Hessa H. Al-Rasheed, Ayman El-Faham, Matti Haukka, Nael Abutaha, Saied M. Soliman|2020|Polyhedron|187|114665|doi:10.1016/j.poly.2020.114665

CCDC 1551262: Experimental Crystal Structure Determination

Related Article: Svetlana A. Katkova, Mikhail A. Kinzhalov, Peter M. Tolstoy, Alexander S. Novikov, Vadim P. Boyarskiy, Anastasiia Yu. Ananyan, Pavel V. Gushchin, Matti Haukka, Andrey A. Zolotarev, Alexander Yu. Ivanov, Semen S. Zlotsky, Vadim Yu. Kukushkin|2017|Organometallics|36|4145|doi:10.1021/acs.organomet.7b00569

CCDC 1029127: Experimental Crystal Structure Determination

Related Article: Alexander N. Chernyshev, Maria V. Chernysheva, Pipsa Hirva, Vadim Yu. Kukushkin, Matti Haukka|2015|Dalton Trans.|44|14523|doi:10.1039/C4DT03167A

CCDC 1009519: Experimental Crystal Structure Determination

Related Article: Pavel V. Gushchin, Maxim L. Kuznetsov, Matti Haukka, and Vadim Yu. Kukushkin|2014|J.Phys.Chem.A|118|9529|doi:10.1021/jp506256a

CCDC 916954: Experimental Crystal Structure Determination

Related Article: Igor O. Koshevoy, Yuh-Chia Chang, Antti J. Karttunen, Julia R. Shakirova, Janne Jänis, Matti Haukka, Tapani Pakkanen, Pi-Tai Chou|2013|Chem.-Eur.J.|19|5104|doi:10.1002/chem.201204611

CCDC 1550079: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639

CCDC 1550082: Experimental Crystal Structure Determination

Related Article: Lucı́a Piñeiro-López, Francisco Javier Valverde-Muñoz, Maksym Seredyuk, M. Carmen Muñoz, Matti Haukka, and José Antonio Real|2017|Inorg.Chem.|56|7038|doi:10.1021/acs.inorgchem.7b00639