Imidotungsten(VI) complexes with chelating amino and imino phenolates

The reaction of WOCl(4) with 2,4-di-tert-butyl-6-((isopropylamino)methyl)phenol followed by the reaction with phenyl isocyanate leads to the formation of imidotungsten(VI) complex [W(NPh)Cl(3)(OC(6)H(3)(CH(2)NH-i-Pr)-2-t-Bu(2)-4,6)] 4 with a chelating aminophenolate ligand. When the same procedure was applied using aminophenols with bulkier substituents in the amino group, the final product was an unexpected Schiff-base complex [W(NPh)Cl(3)(OC(6)H(3)(CH=NPh)-2-t-Bu(2)-4,6)] 5, where the ligand is derived from 2,4-di-tert-butyl-6-((phenylimino)methyl)phenol. Complex 5 is also formed in the thermal degradation of 4. On the whole, 5 appears to be formed by a disproportionation of intermediate …

On the construction of lusternik-schnirelmann critical values with application to bifurcation problems

An iterative method to construct Lusternik-Schnirelmann critical values is presented. Examples of its use to obtain numerical solutions to nonlinear eigenvalue problems and their bifurcation branches are given

Dioxomolybdenum(VI) and -tungsten(VI) complexes with tetradentate aminobis(phenol)s

Abstract Aminobis(phenol) ligands (H2Ln) carrying either a dimethylamino, a pyridyl or a methoxy sidearm donor were used in the preparation of new tungsten and molybdenum complexes. Treatment of [W(eg)3] (eg = 1,2-ethanediolate dianion) with H2Ln under hydrolytic conditions in a CHCl3–MeOH mixture gave the cis-dioxotungsten(VI) complexes [WO2(Ln)] in good yields. The corresponding molybdenum complexes [MoO2(Ln)] were prepared from [MoO2(acac)2] and respective ligands. The solid-state structures of two molybdenum and one tungsten compounds were determined by single crystal X-ray diffraction, which revealed that the dianionic aminobis(phenolate) backbones of the ligands have coordinated to th…

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…

Oxidovanadium(V) Complexes with Aminoethanol Bis(phenolate) [O,N,O,O] Ligands: Preparations, Structures, N-Dealkylation and Condensation Reactions

The reactions between [VO(acac)2] (acac– = acetylacetonate ion) or [VO(OPr)3] and trianionic tetradentate N,N-bis(2-methylene-4,6-alkylphenolate)aminoethanolate ligands, [L13– (4,6-dimethyl), L23– (4-methyl, 6-tert-butyl), L33– (4-tert-butyl, 6-methyl), L43– (4,6-di-tert-butyl)], afford mononuclear complexes [VO(L1)] (1) and [VO(L2)] (2) with a trigonal bipyramidal coordination sphere around the VV ion, or dinuclear octahedral complexes [V2O2(L3)2] (3) and [V2O2(L4)2] (4). In methanol an adduct with the formula [VO(L1)(MeOH)]·1/2MeOH (5) is obtained. According to multinuclear NMR spectroscopy all those complexes have a mononuclear structure in CDCl3 solutions. In wet polar solvents complex …

Dioxomolybdenum(VI) and -Tungsten(VI) Amino Bisphenolates as Epoxidation Catalysts

Low-cost metallate salts Na2MO4·2H2O (M = molybdenum, tungsten) react with a tridentate amine bisphenol bis(2-hydroxy-3-tert-butyl-5-methylbenzyl)methylamine (H2ONOtBu) under ambient conditions in acidic methanol solutions. The reactions lead to the formation of isostructural dioxo complexes [MO2(ONOtBu)(MeOH)]·MeOH in convenient yields. Spectral data as well as X-ray analyses reveal these complexes to be isostructural. Both compounds were tested as catalysts for epoxidation of olefins using cis-cyclooctene, cyclohexene, norbornene and styrene as substrates and tert-butyl hydroperoxide and hydrogen peroxide as oxidants. The molybdenum complex catalyses selectively the oxidation of cis-cyclo…

New practical tungsten(VI) based catalyst systems for ring opening metathesis polymerisation

Abstract Tungsten(VI) complexes of the type trans -[WCl 2 (diol)(OAr) 2 ] were studied as catalyst precursors for ROMP of norbornene and dicyclopentadiene. These compounds form active catalysts when treated by simple Grignard reagents, such as methyl magnesium iodide or neophyl magnesium chloride. Moreover, polymerisations can be run under ambient atmosphere without complicated inert atmosphere techniques.

Oxotungsten(VI) complexes with amino(phenolate)alcoholate ligand

Abstract The reaction between tungsten(VI) complex [W(eg)3] (eg = 1,2-ethanediolato dianion) and a phenolic ligand precursor 2,4-di-tert-butyl-6-(((2-hydroxyethyl)(methyl)amino)methyl)phenol (H2L) affords a monomeric oxotungsten complex [WO(eg)(L)]. This complex reacts further with Me3SiCl, which leads to the displacement of ethanediolato ligand from the complex unit and formation of cis- and trans-isomers of corresponding dichloro complex [WOCl2(L)]. Identical dichloro complexes were also prepared by the reaction between H2L and WOCl4. Molecular structure of [WO(eg)(L)] was verified by X-ray crystallography.

Uranyl(VI) complexes of [O,N,O,N′]-type diaminobis(phenolate) ligands: Syntheses, structures and extraction studies

Abstract The syntheses and crystal structures of four new uranyl complexes with [O,N,O,N′]-type ligands are described. The reaction between uranyl nitrate hexahydrate and the phenolic ligand [(N,N-bis(2-hydroxy-3,5-dimethylbenzyl)-N′,N′-dimethylethylenediamine)], H2L1 in a 1:2 molar ratio (M to L), yields a uranyl complex with the formula [UO2(HL1)(NO3)] · CH3CN (1). In the presence of a base (triethylamine, one mole per ligand mole) with the same molar ratio, the uranyl complex [UO2(HL1)2] (2) is formed. The reaction between uranyl nitrate hexahydrate and the ligand [(N,N-bis(2-hydroxy-3,5-di-t-butylbenzyl)-N′,N′-dimethylethylenediamine)], H2L2, yields a uranyl complex with the formula [UO…

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…

Synthesis, Structure and Catalytic Properties of Dinuclear Mo-VI Complexes with Ditopic Diaminotetraphenols

MoVI complexes with novel ditopic diaminotetraphenol ligands have been prepared by using a one-pot procedure in methanol or DMSO with [MoO2(acac)2] (acac = acetylacetonate) as the molybdenum source. The complexes were characterised with X-ray diffraction, NMR spectroscopic studies, elemental analysis and IR spectroscopy. In the solid state, the compounds represent either a rodlike molecular or oxido-bridged polymeric structure. The catalytic activity of the complexes was investigated by oxidising benzyl alcohol and 1-phenylethanol with hydrogen peroxide to the corresponding aldehyde and ketone, respectively. Furthermore, the catalytic activity was surveyed also in epoxidation of cyclooctene.

Amide functionalized aminobisphenolato MoO2 and WO2 complexes: Synthesis, characterization, and alkene epoxidation catalysis

The use of dioxidomolybdenum(vi) and -tungsten(vi) complexes supported by a variety of structurally different tri- and tetradentate aminobisphenolato ligands as pre-catalysts in the epoxidation of alkenes is well established. However, under the widely used standard 1 mol-% catalyst loadings these types of complexes generally show modest activity only. Recently, amide functionalities in the ligand design of various aminomonophenolato MoO2 complexes have been shown to lead to heightened catalytic activity in alkene epoxidation. In this paper we show that similar ligand amide functionalization can lead to significant enhancement in the alkene epoxidation activity of aminobisphenolato MoO2 comp…

Series of Near-IR-Absorbing Transition Metal Complexes with Redox Active Ligands

New soluble and intensely near-IR-absorbing transition metal (Ti, Zr, V, Ni) complexes were synthesized using a redox non-innocent N,N&rsquo

Oxidovanadium(v) complexes with l-proline-based amino acid phenolates

L-proline was used to prepare chiral, tridentate amino acid phenol proligands H2L1—4. These proligands react with vanadium precursors VO(acac)2, VOSO4 ∙ 5 H2O and VO(OPr)3 in methanol to form the corresponding oxidoalkoxidovanadium(V) complexes 1—4. The complexes crystallize from methanol, and are octahedrally coordinated with a general formula [VO(L1—4)(OMe)(MeOH)]. In solution, however, they adopt several different conformations or isomeric structures depending on the solvent. peerReviewed

Synthesis and ROMP activity of aminophenol-substituted tungsten(VI) and molybdenum(VI) complexes

Abstract Tungsten(VI) and molybdenum(VI) complexes [MO(L1)Cl2] and [M(X)(L2)Cl3] (X = O, NPh) with tridentate aminobis(phenolate) ligand L1 = methylamino-N,N-bis(2-methylene-4,6-dimethylphenolate) and bidentate aminophenolate ligand L2 = 2,4-di-tert-butyl-6-((dimethylamino)methyl)phenolate) were prepared and characterised. These complexes are principally stable in open atmosphere under ambient conditions. When activated with Et2AlCl, they exhibited high activity in ring-opening metathesis polymerisation (ROMP) of 2-norbornene (NBE) and its derivatives. Especially complexes [M(NPh)(L2)Cl3], which are easily available from corresponding metal oxides MO3 by a simple three-step synthesis, were …

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…

A diamagnetic iron complex and its twisted sister – structural evidence on partial spin state change in a crystalline iron complex

We report here the syntheses of a diamagnetic Fe complex [Fe(HL)2] (1), prepared by reacting a redox non-innocent ligand precursor N,N′-bis(3,5-di-tert-butyl-2-hydroxy-phenyl)-1,2-phenylenediamine (H4L) with FeCl3, and its phenoxazine derivative [Fe(L′)2] (2), which was obtained via intra-ligand cyclisation of the parent complex. Magnetic measurements, accompanied by spectroscopic, structural and computational analyses show that 1 can be viewed as a rather unusual Fe(III) complex with a diamagnetic ground state in the studied temperature range due to a strong antiferromagnetic coupling between the low-spin Fe(III) ion and a radical ligand. For a paramagnetic high-spin Fe(II) complex 2 it wa…

Lusternik-Schnirelmann Critical Values and Bifurcation Problems

We present a method to calculate bifurcation branches for nonlinear two point boundary value problems of the following type $$ \{ _{u(a) = u(b) = 0,}^{ - u'' = \lambda G'(u)} $$ (1.1) where G : R → R is a smooth mapping. This problem can be formulated equivalently as $$ g' \left(u \right)= \mu u, $$ (1.2) where $$ g \left(u \right)= \overset{b} {\underset{a} {\int}} G \left(u \left(t \right) \right) dt $$ (1.3) and μ = 1/λ. Solutions of this problem can be found by locating the critical points of the functional g : H → R on the spheres \(S_r= \lbrace x \in H \mid \;\parallel x \parallel =r \rbrace, r >0.\) (The Lagrange multiplier theorem.)

Vanadium complexes with multidentate amine bisphenols

The reaction of VO(acac)2 (acac(-) = acetyl acetonate) with tripodal glycine bisphenol H3L(1) under an ambient atmosphere yields a hexacoordinated vanadium(iv) complex [V(acac)(L(1))] (1). The corresponding reactions with tripodal 2-propanolamine bisphenol H3L(2) and potentially pentadentate ethoxyethanolamine bisphenol H3L(3) lead to the oxidation of the metal centre and formation of mononuclear oxovanadium(v) complexes [VO(L(2))] (2) and [VO(L(3))] (3), respectively. Alternatively, these latter two complexes can be prepared using VOSO4·5H2O or VO(OPr)3 as a precursor. The CV of 1 in an ACN solution shows a reversible one-electron process at E1/2 = +1.18 V, whereas 2 and 3 have an irrevers…

Oxidovanadium(V) amine bisphenolates as epoxidation, sulfoxidation and catechol oxidation catalysts

Air-stable oxidovanadium(V) complexes with tetradentate amine bisphenolate ligands were made by the reaction of VOSO4·xH2O and ligand precursors in MeOH solutions. Isolated compounds were studied as catechol oxidase models as well as catalysts for epoxidation and sulfoxidation reactions. All compounds can catalyse such oxidation reactions without notable structure-activity correlations. The 51V NMR studies indicate that the complexes turn to the number of different species during the catalytic experiments. peerReviewed

Oxomolybdenum(VI) complexes with glycine bisphenol [O,N,O,O’] ligand: Synthesis and catalytic studies

The oxomolybdenum(VI) complex [MoOCl(L)] with a tetradentate glycine bisphenol ligand (H3L) was prepared by reaction of [MoO2Cl2(DMSO)2] with a ligand precursor in hot toluene. The product was isolated in moderate yield as separable cis and trans isomers along with the third minor component, [MoO2(HL)]. The solid-state structure of trans-[MoOCl(L)] was determined by X-ray diffraction. The ligand has tetradentate coordination through three oxygens and one nitrogen, which is located trans to the terminal oxo whereas the sixth coordination site is occupied by a chloride. Both cis and trans isomers of [MoOCl(L)] are active catalysts for epoxidation of cis-cyclooctene and sulfoxidation of tolyl …

Aminobis(phenolate)s of imidomolybdenum(VI) and -tungsten(VI)

Abstract The reactions of trans-[MoO(ONOMe)Cl2] 1 (ONOMe = methylamino-N,N-bis(2-methylene-4,6-dimethylphenolate) dianion) and trans-[MoO(ONOtBu)Cl2] 2 (ONOtBu = methylamino-N,N-bis(2-methylene-4-methyl-6-tert-butylphenolate) dianion) with PhNCO afforded new imido molybdenum complexes trans-[Mo(NPh)(ONOMe)Cl2] 3 and trans-[Mo(NPh)(ONOtBu)Cl2] 4, respectively. As analogous oxotungsten starting materials did not show similar reactivity, corresponding imido tungsten complexes were prepared by the reaction between [W(NPh)Cl4] with aminobis(phenol)s. These reactions yielded cis- and trans-isomers of dichloro complexes [W(NPh)(ONOMe)Cl2] 5 and [W(NPh)(ONOtBu)Cl2] 6, respectively. The molecular st…

Embedding of Sobolev Spaces into Lipschitz Spaces

The main result of the paper is that if Ω is a bounded uniform domain in ℝn and p>n, then the Sobolev space Wl, p(Ω) embeds continously into Cα(Ω), α = 1 - n/p.

Aminobisphenolate supported tungsten disulphido and dithiolene complexes

Dioxotungsten(vi) complexes with tetradentate amino bisphenolates were converted into the corresponding Cs-symmetric amino bisphenolate disulphido complexes by a reaction with either Lawesson's reagent or P2S5. Further reaction with diethyl acetylenedicarboxylate leads to the formation of diamagnetic tungsten(iv) dithiolene compounds. The syntheses, crystal structures, spectroscopic and electrochemical characterization of such disulphido and dithiolene complexes are presented.

Charge-Assisted Halogen Bonding in an Ionic Cavity of a Coordination Cage Based on a Copper(I) Iodide Cluster.

The design of molecular containers capable of selective binding of specific guest molecules presents an interesting synthetic challenge in supramolecular chemistry. Here, we report the synthesis and structure of a coordination cage assembled from Cu3I4– clusters and tripodal cationic N-donor ligands. Owing to the localized permanent charges in the ligand core the cage binds iodide anions in specific regions within the cage by ionic interactions. This allows the selective binding of bromomethanes as secondary guest species within cage promoted by halogen bonding, which was confirmed by single crystal X-ray diffraction. peerReviewed

Oxidomolybdenum(VI) complexes with aminoalcohol bis(phenolate) [O,N,O,O′] ligands: Synthesis and catalytic studies

Abstract Oxidomolybdenum(VI) complex [MoOCl(Ln)] with a tetradentate O3N-type aminoalcohol bis(phenol) was prepared as two separable isomers. These complexes can catalyse the epoxidation of cis-cyclooctene and sulphoxidation of tolyl methyl sulphide as well as the oxotransfer reaction between PPh3 and DMSO.

The Syntheses and Vibrational Spectra of 16 O- and 18 O-Enriched cis -MO2 (M=Mo, W) Complexes

The Syntheses and Vibrational Spectra of 16O- and 18O-Enriched cis-MO2 (M=Mo, W) Complexes

In this contribution, we report convenient synthetic approaches for obtaining 16O/18O‐enriched dioxidometalVI complexes, MO2(L) (W, Mo), with a linear, tetradentate amine phenolate ligand N,N′‐dimethyl‐N,N′‐bis(2‐hydroxy‐3,5‐dimethylbenzyl)ethylenediamine (H2L) and describe their characterization by IR and Raman spectroscopy complemented by DFT computational analysis. The isotopologues of WO2(L) were made of tungstenVI trisglycolate W(eg)3 (eg=1,2‐ethanediolate dianion) and ligand H2L in the presence of either H2[16O] or H2[18O], whereas Mo16O2(L) was made using Na2MoO4⋅2H2O which was converted to Mo18O2(L) by oxido substitution using H2[18O]. The complementary IR and Raman analyses show th…

Synthesis and structure of stable cis-dimethyl complex of oxotungsten(VI)

Abstract Oxotungsten(VI) complex cis -[WO(L t Bu )Me 2 ] (L t Bu  = methylamino- N , N -bis(2-methylene-4-methyl-6- tert -butylphenolate) dianion) was prepared by the transmetallation reaction of [WO(L t Bu )Cl 2 ] (either cis or trans isomer) with methyl magnesium iodide. This unexpectedly stable dialkyl complex can be activated by Et 2 AlCl to catalyze the ring-opening metathesis polymerization of norbornene.

Bioinspired Mo, W and V complexes bearing a highly hydroxyl-functionalized Schiff base ligand

A series of bioinspired dioxidomolybdenum(vi), dioxidotungsten(vi) and oxidovanadium(v) complexes [MoO2(H2LSaltris)], [WO2(H2LSaltris)] and [VO(HLSaltris)]2 were prepared by the reaction of a hydroxyl-rich Schiff base proligand N-(1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)-3,5-di-tert-butylsalicylaldimine (H4LSaltris) with metal precursors in methanol solutions. Molybdenum and tungsten complexes crystallize as mononuclear molecules, whereas the vanadium complex forms dinuclear units. From the complexes, [VO(HLSaltris)]2 shows activity in the oxidation of 4-tert-butylcatechol and 3,5-di-tert-butylcatechol, mimicking the action of the dicopper enzyme catechol oxidase. peerReviewed

On the Euler-Lagrange inequality of a convex variational integral in Orlicz spaces

Structural diversity of copper(II) amino alcoholate complexes

Abstract Amino alcohols which carry both amino and hydroxyl groups in the same molecule are good chelating and bridging ligands. They have been broadly used for the preparation of copper(II) amino alcoholate complexes through the self-assembly process, which generally leads to the formation of diverse structures from mononuclear to polynuclear copper(II) clusters. There are three main factors to control the nuclearity of these clusters: (i) the molar ratio of Cu(II) to amino alcohol, (ii) the choice of the counter anions and (iii) the nature of the amino alcohol. These structures can be used as model systems in magnetic studies, allowing a better understanding about the magnetic interaction…

Heptacoordinated Molybdenum(VI) Complexes of Phenylenediamine Bis(phenolate): A Stable Molybdenum Amidophenoxide Radical

The syntheses, crystallographic structures, magnetic properties, and theoretical studies of two heptacoordinated molybdenum complexes with N,N′-bis(3,5-di-tert-butyl-2-hydroxyphenyl)-1,2-phenylenediamine (H4N2O2) are reported. A formally molybdenum(VI) complex [Mo(N2O2)Cl2(dmf)] (1) was synthesized by the reaction between [MoO2Cl2(dmf)2] and H4N2O2, whereas the other molybdenum(VI) complex [Mo(N2O2)(HN2O2)] (2) was formed when [MoO2(acac)2] was used as a molybdenum source. Both complexes represent a rare case of the MoVI ion without any multiply bonded terminal ligands. In addition, molecular structures, magnetic measurements, ESR spectroscopy, and density functional theory calculations ind…

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…

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…

Oxidovanadium(v) complexes with l-proline-based amino acid phenolates

Abstract l -proline was used to prepare chiral, tridentate amino acid phenol proligands H2L1–4. These proligands react with vanadium precursors VO(acac)2, VOSO4∙5H2O and VO(OPr)3 in methanol to form the corresponding oxidoalkoxidovanadium( v ) complexes 1–4. The complexes crystallize from methanol, and are octahedrally coordinated with a general formula [VO(L1–4)(OMe)(MeOH)]. In solution, however, they adopt several different conformations or isomeric structures depending on the solvent.

Oxidomolybdenum(VI) complexes with atrane-type [O3N] ligands

Abstract Dioxomolybdenum(VI) complex [MoO 2 Cl 2 (dmso) 2 ] reacts with a series of tetradentate O 3 N-type aminoalcohol–bisphenol ligands to form oxomolybdenum(VI) complexes of type [MoOCl(L n )]. The reaction of H 3 L 1 produces [MoOCl(L 1 )] as two separable isomers, whereas the reaction of H 3 L 2 or H 3 L 3 yields a single product. The X-ray analyses of cis - and trans -[MoOCl(L 1 )] reveal that the complexes are formed of monomeric molecules. The ligands have tetradentate coordination through three oxygen donors and one nitrogen donor, which is located trans to the terminal oxo group. The sixth coordination site is occupied by a chloro ligand.

Structural properties and applications of multidentate [O,N,O,X'] aminobisphenolate metal complexies

Abstract Aminobisphenols with side-arm donors are versatile tetradentate ligands that effectively coordinate to the metal ions in a tripodal fashion. Most of the metal ions form electrically neutral isolable complexes with aminobisphenolates with different side chains. However, some anionic complexes and zwitterions are also described. The coordination geometry of the metal centre can be controlled by the ligand design. Especially, the ortho -substituents of the phenolate moieties as well as the nature of side-arm donor influence the structure and reactivity of the complexes formed. Depending on the metal ion and the ligand environment, the complexes formed can be monomeric or dimeric ones.…

Alkoxo, chlorido, and methyl derivatives of oxidomolybdenum(VI) complexes with tetradentate [O3N]-type ligands

Dioxomolybdenum(VI) complex [MoO 2 (Heg) 2 ] (H 2 eg = 1,2-ethanediol) reacts with phenolic ligand precursors tris(2-hydroxy-3,5-dimethylbenzyl)amine (H 3 L Me ) and tris(2-hydroxy-3,5-di- tert -butylbenzyl)amine (H 3 L t Bu ) to form oxomolybdenum(VI) complexes of type [MoO(L R ) (Heg)]. The Heg ligand can be replaced by other alcohols (i.e. 2-aminoethanol, 2-amino-2-methylpropan-1-ol, 2-(dimethylamino)ethanol or allyl alcohol) in the reaction at refluxing toluene or at neat alcohol. Treatment of [MoO(L R )(Heg)] with Me 3 SiCl yields corresponding chlorido complexes [MoO(L R )Cl]. These are also formed in the reaction of H 3 L R with [MoO 2 Cl 2 (dmf) 2 ]. The reaction of [MoO(L R )Cl] wi…

NIR-absorbing transition metal complexes with redox-active ligands

Bench top stable transition metal (M = Co, Ni, Cu) complexes with a non-innocent ortho-aminophenol derivative were synthesized by the reaction of metal(II)acetates with a ligand precursor in 2:1 ratio. The solid-state structures reveal the formation of neutral molecular complexes with square planar coordination geometries. The Co(II) and Cu(II) complexes are paramagnetic, whereas the Ni complex is a diamagnetic square planar low-spin Ni(II) complex. All complexes, and Ni(II) complex in particular, show strong absorption in the near-IR region. Peer reviewed

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…

Metal complexes of an amine bisphenol with a thiophene side-arm

Dioxomolybdenum(VI) and oxotungsten(VI) complexes with a new amine bisphenol ligand (H2L) are reported. The ligand which carries a neutral nitrogen atom, two phenolic oxygen atoms and a thiophene side-arm was synthesized by a simple one-pot Mannich reaction. Further reaction with [MoO2(acac)2] yielded a monomeric molybdenum complex [MoO2(L)(MeOH)] (2a) or a dimeric complex [Mo2O2(μ-O)2(L)2] (2b), depending on the reaction conditions. The reaction with a tungsten trisglycolate [W(eg)3] led to the formation of a monomeric compound [WO(eg)(L)] (3). In these complexes, the potentially tetradentate amine bisphenolate dianion coordinates as a tridentate O,N,O donor while the sulfur side-arm donor…

The separation of cis- and trans-1,3-cyclohexanediol isomers by copper complexation. Crystal structures of cis-1,3-cyclohexanediol and copper(II) chloride cis-1,3-cyclohexanediol complex

Abstract A 1:1 complex between copper(II) chloride and cis-1,3-cyclohexanediol has been synthesized and its crystal structure determined. The structure is composed of two different dinuclear [CuCl2(c-13chd)]2 units in which the copper(II) ions are surrounded by the two oxygen atoms of the diol and the two halide ions in a distorted cis-square planar arrangement in both cases. A fifth coordination site is occupied by a halide ion in one dinuclear unit for both copper ions and an O atom belonging to the adjacent CuCl2(c-13chd) moiety in the other dinuclear unit for both copper ions, thus forming a distorted square pyramidal geometry for the metals in all cases. The ability of CuCl2 to prefere…

Molybdenum(VI) complexes with a chiral L-alanine bisphenol [O,N,O,O’] ligand : Synthesis, structure, spectroscopic properties and catalytic activity

Dioxidomolybdenum(VI) compound [MoO2Cl2(dmso)2] reacts with a chiral tetradentate O3N-type L-alanine bisphenol ligand precursor (Et3NH)H2Lala to form an oxidochloridomolybdenum(VI) complex [MoOCl(Lala)] (1) as two separable geometric isomers with phenolate groups in cis or trans positions. The single crystal X-ray and NMR analyses of cis- and trans-1 reveal that the complexes are formed of monomeric molecules, in which the ligand has a tetradentate coordination through three oxygen donors and one nitrogen donor. The reaction of Na2MoO4·2H2O with the same ligand precursor in an acidic methanol solution leads to the formation of an anionic dioxido complex (Et3NH)[MoO2(Lala)] (2) with a trans …

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…

Dioxomolybdenum(VI) complexes with tri- and tetradentate aminobis(phenolate)s

Abstract The reactions of tridentate ligands, bis(2-hydroxy-3,5-dimethylbenzyl)methylamine (H2ONOMe) and bis(2-hydroxy-3-tert-butyl-5-methylbenzyl)methylamine (H2ONOtBu) with [MoO2(acac)2] (1) in methanol lead to the precipitation of monomeric dioxomolybdenum(VI) complexes [MoO2(ONOMe)(MeOH)] · MeOH (2a) and [MoO2(ONOtBu)(MeOH)] · MeOH (2b), respectively. Identical reactions in acetonitrile provide dimeric complexes [Mo2O2(μ-O)2(ONOMe)2] (3a) and [Mo2O2(μ-O)2(ONOtBu)2] (3b). The reactions of 1 with tetradentate ligands, N,N′-bis(2-hydroxy-3,5-dimethylbenzyl)-N,N′-dimethylethane-1,2-diamine (H2ONNOMe) and N,N′-bis(2-hydroxy-3,5-di-tert-butylbenzyl)-N,N′-dimethylethane-1,2-diamine (H2ONNOtBu)…

Dioxidomolybdenum(VI) and –tungsten(VI) complexes with tetradentate amino bisphenolates as catalysts for epoxidation

Sixteen molybdenum and tungsten complexes with tripodal or linear tetradentate amino bisphenol ligands were studied as catalysts for the epoxidation of cis-cyclooctene, 1-octene, styrene, limonene and α-terpineol. These complexes can be divided into different categories upon key features, i.e. central metal (Mo versus W), side-arm donor (O versus N), hybridization of the N-donor (pyridine versus amine), ligand geometry (tripodal versus linear diamine) and sterical hindrance (Me versus tert-Bu substituents in the phenol part). All complexes can catalyse selectively the epoxidation of cis-cyclooctene by tert-butylhydroperoxide whereas the activities and selectivities towards other olefins (1-…

Mononuclear tungsten(VI) complexes with bis(phenolato) ligands: syntheses, characterisations and activity in ROMP reaction

The reaction of bulky ligand precursor 2,2?-methylenebis(4-methyl-6-tert -butylphenol) (H2mbp) or 2,2?-ethylidenebis(4,6-di-tert butylphenol) (H2ebp) with trisdiolatotungsten(VI) complex [W(eg)3] 1 (eg � /ethanediolate dianion) provides heteroleptic complexes [W(mbp)(eg)2] 2 or [W(ebp)(eg)2] 3, respectively. Sterically less hindered 2,2?-dihydroxy-1,1?-dinaphtylmethane (H2dinap) forms heteroleptic disubstituted complex [W(dinap)2(eg)] 4. The X-ray crystal structure determinations confirmed that the isolated compounds are made of monomeric tris(diolato)tungsten(VI) molecules in which the central tungsten atom is bonded to six oxygen atoms forming a distorted octahedral coordination sphere ar…

Bioinspired Mo, W and V complexes bearing a highly hydroxyl-functionalized Schiff base ligand

Abstract A series of bioinspired dioxidomolybdenum( vi), dioxidotungsten (vi) and oxidovanadium (v) complexes [MoO2(H2LSaltris)], [WO2(H2LSaltris)] and [VO(HLSaltris)]2 were prepared by the reaction of a hydroxyl-rich Schiff base proligand N-(1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)-3,5-di-tert-butylsalicylaldimine (H4LSaltris) with metal precursors in methanol solutions. Molybdenum and tungsten complexes crystallize as mononuclear molecules, whereas the vanadium complex forms dinuclear units. From the complexes, [VO(HLSaltris)]2 shows activity in the oxidation of 4-tert-butylcatechol and 3,5-di-tert-butylcatechol, mimicking the action of the dicopper enzyme catechol oxidase.

Imidotungsten(VI) complexes with chelating phenols as ROMP catalysts

Abstract Tungsten(VI) complexes of the type [W(NPh)Cl3(L)] (L = chelating phenolate) were studied as catalyst precursors for ROMP of 2-norbornene, dicyclopentadiene and 5-vinyl-2-norbornene. These compounds form active catalysts when treated by ethyl magnesium bromide. Moreover, polymerisations can be run under ambient atmosphere without complicated inert atmosphere techniques. Synthesis and crystal structure of a new precursor complex [W(NPh)Cl3(LS)] (LS = 2,4-di-tert-butyl-6-(phenylthiomethyl)phenolate) are also described.

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…

A chiral diamine bis-phenolate complex of dioxomolybdenum(VI)

Abstract A new dioxomolybdenum(VI) complex with a chiral tetradentate ligand is reported. The tripodal ligand containing two nitrogen atoms and two phenolic oxygen atoms was synthesized starting from a chiral diamine precursor. Further reaction with [MoO2(acac)2] yielded a monomeric molybdenum complex as a bright yellow solid. The structures of the molybdenum complex and the free diamine bis-phenol ligand were determined by X-ray diffraction.

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.

Reactions of Aminobis(phenolate)‐Supported Dioxidotungsten(VI) and Dioxidomolybdenum(VI) Complexes

The dioxidotungsten(VI) and -molybdenum(VI) complexes [WO2(O2NOMe)] (1), [MoO2(O2NOMe)] (2) and [{MoO2(O2NMe)}2] (3) [O2NOMe methoxyethylamino-N,N-bis(2-methylene-4,6-dimethylphenolate) dianion, O2NMe = methylamino-N,N-bis(2-methylene-4,6-dimethylphenolate) dianion] can react with chloride sources (Me3SiCl, SOCl2) to form resultant monooxido dichloro compounds [WOCl2(O2NOMe)] (4), [MoOCl2(O2NOMe)] (5) and [MoOCl2(O2NMe)] (6), respectively. The reaction of tungsten complex yields of the mixture of cis-4 and trans-4, which can be separated and characterized. The reactions of analogous molybdenum complexes with Me3SiCl yield trans isomers of 5 and 6 as individual products. Reaction of dioxidot…

Mononuclear tungsten(VI) complexes with methylenebis(6-alkylphenol)s

Abstract Reaction of monomeric tungsten(VI) complex [W(eg)3] (1) (eg=1,2-ethanediolate dianion) with either one or 2 equiv. of 2,2′-methylenebis(6-alkylphenol) [alkyl=Me (H2L1), iPr (H2L2), tBu (H2L3)] provides heteroleptic complexes [W(eg)2(Ln)] (2) and [W(eg)(Ln)2] (3), respectively. Sterically hindered ligand precursor H2L3, which bear bulky tert-butyl groups in ortho-positions, can form only a complex corresponding to formula 2.

CCDC 1502861: Experimental Crystal Structure Determination

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CCDC 2044571: Experimental Crystal Structure Determination

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CCDC 1959439: Experimental Crystal Structure Determination

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CCDC 903508: Experimental Crystal Structure Determination

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CCDC 2158304: Experimental Crystal Structure Determination

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CCDC 1523698: Experimental Crystal Structure Determination

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CCDC 1959437: Experimental Crystal Structure Determination

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CCDC 903506: Experimental Crystal Structure Determination

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CCDC 2002644: Experimental Crystal Structure Determination

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CCDC 1855149: Experimental Crystal Structure Determination

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CCDC 1518695: Experimental Crystal Structure Determination

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CCDC 2044573: Experimental Crystal Structure Determination

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CCDC 1569236: Experimental Crystal Structure Determination

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CCDC 1523699: Experimental Crystal Structure Determination

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CCDC 2044572: Experimental Crystal Structure Determination

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CCDC 2211278: Experimental Crystal Structure Determination

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CCDC 903511: Experimental Crystal Structure Determination

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CCDC 903512: Experimental Crystal Structure Determination

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CCDC 1518696: Experimental Crystal Structure Determination

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CCDC 2157985: Experimental Crystal Structure Determination

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CCDC 2211279: Experimental Crystal Structure Determination

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CCDC 1847231: Experimental Crystal Structure Determination

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CCDC 2157989: Experimental Crystal Structure Determination

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CCDC 1502862: Experimental Crystal Structure Determination

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CCDC 1855150: Experimental Crystal Structure Determination

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CCDC 1986213: Experimental Crystal Structure Determination

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CCDC 1502863: Experimental Crystal Structure Determination

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CCDC 1855151: Experimental Crystal Structure Determination

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CCDC 1986216: Experimental Crystal Structure Determination

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CCDC 1523700: Experimental Crystal Structure Determination

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CCDC 2157988: Experimental Crystal Structure Determination

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CCDC 2211276: Experimental Crystal Structure Determination

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CCDC 1986214: Experimental Crystal Structure Determination

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CCDC 966081: Experimental Crystal Structure Determination

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CCDC 903510: Experimental Crystal Structure Determination

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CCDC 2129454: Experimental Crystal Structure Determination

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CCDC 2062703: Experimental Crystal Structure Determination

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CCDC 966080: Experimental Crystal Structure Determination

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CCDC 2157986: Experimental Crystal Structure Determination

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CCDC 2157987: Experimental Crystal Structure Determination

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CCDC 2157984: Experimental Crystal Structure Determination

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CCDC 1986215: Experimental Crystal Structure Determination

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CCDC 956883: Experimental Crystal Structure Determination

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CCDC 1431928: Experimental Crystal Structure Determination

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CCDC 903507: Experimental Crystal Structure Determination

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CCDC 1913766: Experimental Crystal Structure Determination

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CCDC 1822503: Experimental Crystal Structure Determination

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CCDC 2044570: Experimental Crystal Structure Determination

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CCDC 1847232: Experimental Crystal Structure Determination

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CCDC 1518697: Experimental Crystal Structure Determination

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CCDC 2211277: Experimental Crystal Structure Determination

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CCDC 903509: Experimental Crystal Structure Determination

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CCDC 1913765: Experimental Crystal Structure Determination

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CCDC 1987795: Experimental Crystal Structure Determination

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CCDC 2129453: Experimental Crystal Structure Determination

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