Synthesis and characterization of diorganotin(IV) complexes ofN-(2-pyridylmethylene)arylamines and mutagenicity testingin vivo of Et2SnCl2�[L4=N-(2-pyridylmethylene)-4-toluidine]

Diorganotin(IV) dichloride complexes of the type R 2 SnCl 2 .L (R = methyl, ethyl, vinyl, t-butyl, n-butyl or phenyl; L=N-(2-pyridylmethylene)arylamine) have been synthesized and characterized on the basis of IR, NMR and 119 Sn Mossbauer studies. Investigation of the complexes indicated that N-(2-pyridylmethylene)arylamines form distorted trans-octahedral complexes with R 2 SnCl 2 similar to the well-known R 2 SnCl 2 .L. Cytogenetic toxicology testing has been performed for Et 2 SnCl 2 .L 4 [L 4 = N-(2-pyridylmethylene)-4-toluidine] in mouse bone-marrow cells in vivo since such testing is a regulatory requirement before new drugs are released. This tin compound induced delay in cell-cycle k…

Synthesis and characterization of bis[dicarboxylatotetraorganodistannoxane] units involving 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoic acids: an investigation of structures by X-ray diffraction, NMR, electrospray ionisation MS and assessment of in vitro cytotoxicity.

Abstract Reactions of 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoic acids (LHH′, where the aryl group is an R-substituted phenyl ring such that for L1HH′: R = H; L2HH′: R = 2′-CH3; L3HH′: R = 3′-CH3; L4HH′: R = 4′-CH3; L5HH′: R = 4′-Cl; L6HH′: R = 4′-Br) with nBu2SnO in a 1:1 molar ratio yielded complexes of composition {[nBu2Sn(LH)]2O}2. The complexes have been characterized by 1H, 13C, 119Sn NMR, ESI-MS, IR and 119mSn Mossbauer spectroscopic techniques in combination with elemental analyses. The crystal structures of {[nBu2Sn(L1H)]2O}2 (1), {[nBu2Sn(L4H)]2O}2 (4), {[nBu2Sn(L5H)]2O}2 (5) and {[nBu2Sn(L6H)]2O}2 (6) were determined. The compounds are centrosymmetric tetranuclear bis(dicarboxy…

Crystal and solution structures of di-n-butyltin(IV) complexes of 5-[(E)-2-(4-methoxyphenyl)-1-diazenyl]quinolin-8-ol and benzoic acid derivatives: En route to elegant self-assembly via modulation of the tin coordination geometry

Abstract Reactions of nBu2SnCl(L1) (1), where L1 = acid residue of 5-[(E)-2-(4-methoxyphenyl)-1-diazenyl]quinolin-8-ol, with various substituted benzoic acids in refluxing toluene, in the presence of triethylamine, yielded dimeric mixed ligand di-n-butyltin(IV) complexes of composition [nBu2Sn(L1)(L2–6)]2 where L2 = benzene carboxylate (2), L3 = 2-[(E)-2-(2-hydroxy-5-methylphenyl)-1-diazenyl]benzoate (3), L4 = 5-[(E)-2-(4-methylphenyl)-1-diazenyl]-2-hydroxybenzoate (4), L5 = 2-{(E)-4-hydroxy-3-[(E)-4-chlorophenyliminomethyl]-phenyldiazenyl}benzoate (5) and L6 = 2-[(E)-(3-formyl-4-hydroxyphenyl)-diazenyl]benzoate (6). All complexes (1–6) have been characterized by elemental analyses, IR, 1H,…

Synthesis and characterization of triorganotin(IV) complexes of 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoic acids.

Abstract The triphenyltin and tri-n-butyltin complexes of some 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoic acids have been synthesized and characterized by 1H-, 13C-, 119Sn-NMR, IR and 119mSn Mossbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of triphenyltin 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoates (aryl=phenyl, 2-methylphenyl, 3-methylphenyl and 4-methoxyphenyl) are reported. Both X-ray and 119Sn Mossbauer data indicate that the triphenyltin complexes adopt a monomeric distorted tetrahedral configuration with the carboxylate ligand coordinating in a monodentate mode. By contrast, 119Sn Mossbauer spectroscopy shows that each tributyltin …

Diphenyltin(IV) complexes of the 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olates: Synthesis and multinuclear NMR, 119Sn Mössbauer, electrospray ionization MS, X-ray characterization and assessment of in vitro cytotoxicity

Abstract A series of cis-bis{5-[(E)-2-(aryl)-1-diazenyl]quinolinolato}diphenyltin(IV) complexes have been synthesized and characterized by 1H, 13C, 119Sn NMR, ESI-MS, IR and 119mSn Mossbauer spectroscopic techniques in combination with elemental analysis. The structures of a ligand L6H (i.e., 5-[(E)-2-(4-ethoxyphenyl)-1-diazenyl]quinolin-8-ol) and three diphenyltin(IV) complexes, viz., Ph2Sn(L1)2 · (CH3)2CO (1), Ph2Sn(L4)2 (4) and Ph2Sn(L5)2 (5) (L = 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-ol: aryl = phenyl – (L1H); 4′-methylphenyl – (L4H) and 4′-bromophenyl – (L5H)) were determined by single crystal X-ray diffraction. In general, the complexes were found to adopt a distorted cis-octahedral a…

Self-assembly of extended Schiff base amino acetate skeletons, 2-{[(2Z)-(3-hydroxy-1-methyl-2-butenylidene)]amino}phenylpropionate and 2-{[(E)-1-(2-hydroxyaryl)alkylidene]amino}phenylpropionate skeletons incorporating organotin(IV) moieties: Synthesis, spectroscopic characterization, crystal structures, and in vitro cytotoxic activity

The organotin(IV) compounds, [Ph 3 SnL 1 H] n  · nCCl 4 ( 1 ), [Me 2 SnL 2 (OH 2 )] ( 2 ), [ n Bu 2 SnL 2 ] ( 3 ), [Ph 2 SnL 2 ] n ( 4 ), [Ph 3 SnL 2 H] n ( 5 ) and [Ph 3 SnL 3 H] n ( 7 ) (L 1  = 2-{[(2 Z )-(3-hydroxy-1-methyl-2-butenylidene)]amino}phenylpropionate and L 2−3  = 2-{[( E )-1-(2-hydroxyaryl)alkylidene]amino}phenylpropionate), were synthesized by treating the appropriate organotin(IV) chloride(s) with the potassium salt of the ligand in a suitable solvent, while [ n Bu 2 SnL 3 (OH 2 )] ( 6 ) was obtained by reacting the acid form of L 3 (generated in situ) with n Bu 2 SnO. These complexes have been characterized by 1 H, 13 C, 119 Sn NMR, ESI-MS, IR and 119m Sn Mossbauer spectro…

Synthesis and characterization of the first diorganotin(IV) complexes containing mixed arylazobenzoic acids and having skew trapezoidal bipyramidal geometry

Abstract Three diorganotin(IV) complexes of the type, [R 2 Sn(L a H)(L b H)] (R =  n Bu or Me and, L a H and L b H are two different 5-[( E )-2-(aryl)-1-diazenyl]-2-hydroxybenzoate residues; a: aryl = 4′-Cl-(held constant) and b: aryl = 4′-Me or 4′-Br) have been prepared either by reacting n Bu 2 SnO, L a HH′ and L b HH′ (1:1:1) in anhydrous toluene or by reacting Me 2 SnCl 2 , L a HNa and L b HNa (1:1:1) in anhydrous methanol. The products were characterized by microanalysis, IR, NMR ( 1 H, 13 C, 119 Sn) and 119m Sn Mossbauer spectroscopy. A full characterization of the structures of the complexes [ n Bu 2 Sn(L a H)(L b H)] ( 1 and 2 ) and [Me 2 Sn(L a H)(L b H)] ( 3 ) in the solid state w…

Synthesis, characterization of diorganotin(IV) complexes of N-(2-hydroxyarylidene)aminoacetic acid and antitumour screening in vivo in ehrlich ascites carcinoma cells

Some new diorganotin(IV) complexes have been prepared by reacting potassium N-(2-hydroxyarylidene)aminoacetate with R2SnCl2(R = Me,nBu,Ph). The complexes have been characterized by 1H,13C,119Sn NMR, IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analysis. In the solid state, the complexes possess penta- and hexa-coordinated tin centres. The hexa-coordinated tin complexes were found to dissociate in solution, giving rise to penta-coordinated species as revealed by 119Sn NMR spectroscopy. Antitumour screening in vivo of the complexes L4snPh2,L4SnPh2· Ph3SnCl and L4SntBU2·t Bu2SnCl2 (L4 = N-(2-hydroxyacetophenone)aminoacetate) is also reported. Copyright © 2001 …

Dibutyltin(IV) complexes containing arylazobenzoate ligands: chemistry, in vitro cytotoxic effects on human tumor cell lines and mode of interaction with some enzymes.

Dibutyltin(IV) complexes of composition Bu2Sn (LH)2, where LH is a carboxylate residue derived from 2-[(E)- (5-tert-butyl-2- hydroxyphenyl)diazenyl]benzoate (L1H) with water molecule (1), 4-[(E)-(5-tert-butyl-2-hydroxyphenyl) diazenyl]benzoate (L2H) (2) and 4-[(E)-(4-hydroxy-5- methylphenyl)diazenyl]benzoate (L3H) (3), were synthesized and characterized by spectroscopic (1H, 13C and 119Sn NMR, IR, 119Sn Mössbauer) techniques. A full characterization was accomplished from the crystal structure of complex 1. The molecular structures and geometries of the complexes (1a i.e. 1 without water molecule and 3) were fully optimized using the quantum mechanical method (PM6). Complexes 1 and 3 were fo…

The synthesis and structural characterization of some triorganotin(IV) complexes of 2-{[(E)-1-(2-hydroxyaryl)alkylidene]amino}acetic acid. Crystal and molecular structures of Ph3Sn(2-OHC6H4C(H)NCH2COO) and Me3Sn(2-OHC6H4C(CH3)NCH2COO)

Abstract Triorganotin(IV) derivatives of 2-{[(E)-1-(2-hydroxyaryl)alkylidene]amino}acetic acid have been synthesized and characterized by 1H, 13C, 119Sn-NMR, 119Sn Mossbauer and IR spectroscopic techniques in combination with elemental analyses. The crystal structures of triphenyltin 2-{[(E)-1-(2-hydroxyphenyl)methylidene]amino}acetate and trimethyltin 2-{[(E)-1-(2-hydroxyphenyl)ethylidene]amino}acetate are reported. The X-ray structures reveal that the complexes adopt a polymeric trans-O2SnC3 trigonal bipyramidal configuration with the R groups in the equatorial positions and the axial locations occupied by a carboxylate oxygen from the ligand and the phenolic oxygen of the ligand on an ad…

Organotin(IV) derivatives containing heteroditopic pyridyl-quinolin-8-olate ligands: Synthesis and structures

Abstract Six novel neutral organotin(IV) complexes, viz. [n-Bu2Sn(L4-PyAQ)2] 1, [Bz2Sn(L4-PyAQ)2] 2, [Ph2Sn(L4-PyAQ)2] 3, [Ph2Sn(L3-PyAQ)2] 4, [Bz3Sn(L4-PyAQ)] 5 and [Ph3Sn(L4-PyAQ)] 6 have been synthesized via reactions of 3/4-pyridyl-quinolin-8-ol pro-ligands, with appropriate diorganotin oxide and triorganotin hydroxide precursors, respectively. The compounds 1-6 were characterized in solution by means of NMR spectroscopy while the solid-state structures of 1, 6, and of the solvates 2·1.5C6H6, 3·0.25C6H6, 2·4·C6H6, and 5·0.5H2O were authenticated by single crystal X-ray diffraction analysis. In the solid-state, the tin centers in 1-2·4·C6H6 are hexacoordinated and reveal a distorted cis-…

Synthesis and characterization of trbenzyltin(IV) and dibenzyltin(IV) complexes of 2-((2Z)-3-hydroxy-1-methyl-2-butenylidene)amino)acetic acid: Crystal structure of tribenzyl(2-(2Z)-3-hydroxy-1-methyl-2-butenylidene)amino)acetato)tin(IV).

Reactions of equimolar quantities of potassium 2-{[(2Z)-3-hydroxy-1-methyl-2-butenylidene]amino}acetate, with R n SnX4−n (R: benzyl– and n=2 or 3) in methanol yielded products of compositions LHSn(PhCH2)3 and LSn(PhCH2)2, respectively. The complexes were characterized by microanalysis, IR, NMR (1H, 13C, 119Sn) and 119mSn Mossbauer spectroscopy. A full characterization of the structure of the complex, tribenzyl{2-{[(2Z)-3-hydroxy-1-methyl-2-butenylidene]amino}acetato}tin(IV), was carried out by single crystal X-ray crystallography. The compound exists as centrosymmetric dimers in which two ligand molecules bridge the two tin centres. Each of the tin atoms in the dimeric unit is five coordina…

Diorganotin Compounds Containing α‐Aminoacidato Schiff Base Ligands Derived from Functionalized 2‐Hydroxy‐5‐(aryldiazenyl)benzaldehyde. Syntheses, Structures and Sensing of Hydrogen Sulfide

Synthesis and Structures of Two Triorganotin(IV) Polymers R3Sn{O2CC6H4[N=C(H)}{C(CH3)CH(CH3)-3-OH]-p} n (R = Me and Ph) Containing a 4-[(2Z)-(3-Hydroxy-1-methyl-2-butenylidene)amino] benzoic Acid Framework

Two new polymeric triorganotin(IV) complexes R3Sn{O2CC6H4[N=C(H)}{C(CH3)CH(CH3)-3-OH]-p} n ([Me3Sn(LH)] n : 1) and ([Ph3Sn(LH)] n : 2) containing a 4-[(2Z)-(3-hydroxy-1-methyl-2-butenylidene)amino]benzoate (LH) framework were prepared. Both compounds have been characterized by 1H, 13C, 119Sn NMR, IR and 119Sn Mossbauer spectroscopic techniques in combination with elemental analyses. The crystal structures of complexes 1 and 2 reveal that they exist as polymeric zig-zag chains in which the LH-bridged Sn-atoms adopt a trans-R3SnO2 trigonal bipyramidal configuration with R groups in the equatorial positions and the axial sites occupied by an oxygen atom from the carboxylate ligand and the alco…

Di-n-octyltin(IV) complexes with 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoic acid: Syntheses and assessment of solid state structures by 119Sn Mössbauer and X-ray diffraction and further insight into the solution structures using electrospray ionization MS, 119Sn NMR and variable temperature NMR spectroscopy

Abstract Reactions of 5-[( E )-2-(aryl)-1-diazenyl]-2-hydroxybenzoic acids (LHH′, where the aryl group is an R-substituted phenyl ring such that for L 1 HH′: X = H; L 2 HH′: X=2′-OCH 3 ; L 3 HH′: X = 3′-CH 3 ; L 4 HH′: X = 4′-CH 3 ; L 5 HH′:X = 4′-Cl) with n Oct 2 SnO in 2:1 and 1:1 molar ratios have been investigated. Two types of complexes, n Oct 2 Sn(LH) 2 and {[ n Oct 2 Sn(LH)] 2 O} 2 , were isolated and they have been characterized by 1 H, 13 C, 119 Sn NMR, ESI-MS, IR and 119m Sn Mossbauer spectroscopic techniques in combination with elemental analyses. The crystal structures of n Oct 2 Sn(L 1 H) 2 ( 1 ), {[ n Oct 2 Sn(L 2 H)] 2 O} 2 ( 3 ) and {[ n Oct 2 Sn(L 3 H)] 2 O} 2 ( 4 ) were de…

Synthesis and characterization of triphenyltin(IV) 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoates. Crystal and molecular structures of Ph3Sn{O2CC6H3-p-OH[NN(C6H4-4-CH3)]} and the 2,2′-bipyridine adduct Ph3Sn{O2CC6H3-p-OH[NN(C6H4-2-CH3)]}OH2·C10H8N2

Abstract Triphenyltin 5-[(E)-2-(4-methylphenyl)-1-diazenyl]-2-hydroxybenzoate, Ph3SnL2H, has been prepared and characterized, its structure determined by X-ray crystallography, and the structure compared with those of its homologues. Two polymorphs were isolated from the same crystallization attempt. The reactivity of tetrahedral Ph3SnL1H (L1H = 5-[(E)-2-(2-methylphenyl)-1-diazenyl]-2-hydroxybenzoate) towards 2,2′-bipyridine (bipy) has been investigated to ascertain the ability of bipy to coordinate to the Sn-complex and the resultant changes in the molecular architecture. The crystal structure of the product revealed that the bipy moiety does not coordinate to the Sn atom, but forms a cycl…

Triphenyltin(IV) 2-[(E)-2-(aryl)-1-diazenyl]benzoates as anticancer drugs: Synthesis, structural characterization, in vitro cytotoxicity and study of its influence towards the mechanistic role of some key enzymes

Summary: Triphenyltin(IV) complexes of composition [Ph3SnL 1H]n (1) and [Ph3SnL2H]n (2) (where L1H=2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl] benzoate and L2H = 2-[(E)-2-(4-Hydroxy-5-methylphenyl)-1-diazenyl] benzoate) were synthesized and characterized by spectroscopic (1H, 13C and 119Sn NMR, IR, 119Sn Mössbauer) techniques in combination with elemental analysis. The molecular structures and geometries of the complexes (1 and 2) were fully optimized using the quantum mechanical method (PM3). Complexes (1 and 2) were found to exhibit stronger cytotoxic activity in vitro across a panel of human tumour cell lines viz., A498, EVSA-T, H226, IGROV, M19 MEL, MCF-7 and WIDR. The test compound…

Synthesis, photophysical properties and structures of organotin-Schiff bases utilizing aromatic amino acid from the chiral pool and evaluation of the biological perspective of a triphenyltin compound

Abstract Five new organotin(IV) complexes of compositions [Me 2 SnL 1 ] ( 1 ), [Me 2 SnL 2 ] n ( 2 ), [Me 2 SnL 3 ] ( 3 ), [Ph 3 SnL 1 H] n ( 4 ) and [Ph 3 SnL 3 H] ( 5 ) (where L 1  = (2 S )-2-(( E )-(( Z )-4-hydroxypent-3-en-2-ylidene)amino)-3-(1 H -indol-3-yl)propanoate, L 2  = (2 S )-( E )-2-((2-hydroxybenzylidene)amino)-3-(1 H -indol-3-yl)propanoate and L 3  = (2 S )-( E )-2-((1-(2-hydroxyphenyl)ethylidene)amino)-3-(1 H -indol-3-yl)propanoate were synthesized and spectroscopically characterized. The crystal structures of 1 – 4 were determined. For the dimethyltin derivative 2 , a polymeric chain structure was observed as a result of a long Sn∙∙∙O contact involving the exocyclic carbony…

Synthesis, characterization and crystal structures of polymeric and dimeric triphenyltin(IV) complexes of 4-[((E)-1-{2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls

Abstract The triphenyltin(IV) complexes of 4-[((E)-1-{2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls (aryls = 4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by 1H-, 13C-, 119Sn-NMR, ESI mass spectrometry, IR and 119mSn Mossbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of a representative carboxylate ligand (aryl = 4-CH3) and three Sn complexes, viz., polymeric (Ph3Sn[O2CC6H4{N N(C6H3-4-OH(C(H) NC6H4X-4))}-o])n (X = Me (1) and Br (2)) and dimeric (Ph3Sn[O2CC6H4{N N(C6H3-4-OH(C(H) NC6H4X-4))}-o])2 (X = OMe (4)) complexes are reported. The coordination environment in each complex is trigonal bip…

Organotin(IV) Complexes of Aromatic Acid Hydrazides: Preparation and Spectroscopic Studies

Abstract The ability of aromatic acid hydrazides, RCONHNH, to act as bidentate chelating agents towards diorganotin(IV) dichlorides has been investigated. The structure of the complexes were deduced from IR, NMR and Mossbauer spectroscopic techniques in combination with analytical data. The R2SnCI2.L complexes have octahedral geometry where the tin atom is chelated with one ligand (via carbonyl oxygen and hydrazinic nitrogen atoms), two chlorine atoms are in equatorial positions while the R groups are in the axial positions.

Synthesis and characterization of some diorganotin(IV) complexes of Schiff bases derived from a non-protein amino acid. Crystal structures of {HO2CC6H4[NC(H)}{C(CH3)CH(CH3)-3-OH]-p} and its di-n-butyltin(IV) complex (nBu2Sn{O2CC6H4[NC(H)}{C(CH3)CH(CH3)-3-OH]-p}2)

Diorganotin(IV) complexes R2Sn(LH)2 (R = Me, nBu) and {[nBu2Sn(LH)]2O}2 (LH = 4-[(2Z)-(3-hydroxy-1-methyl-2-butenylidene)amino]benzoate and 4-[{(E)-1-(2-hydroxyphenyl)methylidene}mino]benzoate) have been reported. The complexes were characterized by elemental analysis, IR, NMR (1H, 13C, 119Sn) and 119mSn Mossbauer spectroscopy. Crystal structures of a ligand {HO2CC6H4[NC(H)}{C(CH3)CH(CH3)-3-OH]-p} and one of its di-n-butyltin(IV) complexes (nBu2Sn{O2CC6H4[NC(H)}{C(CH3)CH(CH3)-3-OH]-p}2) were determined. The spectroscopic data suggest that R2Sn(LH)2 complexes have skew-trapezoidal bipyramidal structure while {[nBu2Sn(LH)]2O}2 complexes adopt a dimeric tetraorganodistannoxane structure in the…

Synthesis, characterization, cytotoxic activity and crystal structures of tri- and di-organotin(IV) complexes constructed from the β-{[(E)-1-(2-hydroxyaryl)alkylidene]amino}propionate and β-{[(2Z)-(3-hydroxy-1-methyl-2-butenylidene)]amino}propionate skeletons

Abstract Reactions of potassium β-{[(E)-1-(2-hydroxyaryl)alkylidene]amino}propionates (L1HK-L3HK) and potassium β-{[(2Z)-(3-hydroxy-1-methyl-2- butenylidene)]amino}propionate (L4HK) with R3SnCl (R = Ph and nBu) and nBu2SnCl2 yielded complexes of composition Ph3SnL1H (1), Ph3SnL2H (2), Ph3SnL4H (3), nBu3SnL1H (4), and {[nBu2Sn(L2H)]2O}2 (5) and {[nBu2Sn(L3H)]2O}2 (6), respectively. These complexes have been characterized by 1H, 13C, 119Sn NMR, ESI-MS, IR and 119mSn Mossbauer spectroscopic techniques in combination with elemental analyses. The crystal structures of 1, 4, 5 and 6 were determined. In the solid state, compound 1 is a one-dimensional polymer built from SnPh3 moieties bridged by s…

Organotin(IV) complexes ofN-[(2Z)-3-hydroxy-1-methyl-2-butenylidene]glycine

Organotin(IV) derivatives of N-[(2Z)-3-hydroxy-1-methyl-2-butenylidene]glycine have been synthesized and characterized by 1H, 13C, 119Sn NMR, 119Sn Mossbauer, and IR spectroscopy along with elemental analyses. The di- and triorganotin(IV) complexes were readily obtained from the reactions of organotin halides and sodium/potassium N-[(2Z)-3-hydroxy-1-methyl-2-butenylidene]glycinate. The diorganotin compound reacted with Ph3SnCl in refluxing benzene to give the mixed organotin dinuclear complex of composition Ph2Sn(2-OC(CH3)-C(H)C(CH3)NCH2COO)·Ph3SnCl, which was characterized by single crystal X-ray structure determination. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:149–154, 2003; Publ…

Embryotoxicity studies of tri-n-butyltin(IV) complexes of 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoic acid and 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl] benzoic acid on sea urchin development

The toxicity studies of free 5-[(E)-2-(aryl)-1-diazenyll-2-hydroxybenzoic acid and 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyllbenzoic acid and their tri-n-butyltin(IV) complexes were evaluated by using sea urchin early developmental stages as recommended model organisms for toxicity tests. The novel complexes, as the parent tri-n-butyltin(IV) chloride (TBTCl), caused mitosis block and induced high embryonic mortality in sea urchin. Copyright (c) 2005 John Wiley & Sons, Ltd.

Characterization of some triphenyltin(IV) complexes of 5-(arylazo)salicylaldehyde ligands using IR, 1H, 13C, 119Sn NMR and 119Sn Mössbauer spectroscopy

Abstract Coordination complexes of 5-(arylazo)salicylaldehyde with triphenyltin chloride have been prepared and subjected to IR, multinuclear NMR (1H, 13C, 119Sn) and 119Sn Mossbauer spectroscopy. 5-(Arylazo)salicylaldehyde forms two types of complexes viz. triorganotin adducts and phenoxides. In the adducts, the protonated ligand coordinates through the aldehydic oxygen atom while in phenoxides, the coordination occurs via the phenolic oxygen atom and the oxygen atom of the aldehydic group. The spectroscopic data suggest that both types of complexes adopt a cis-trigonal bipyramidal geometry around tin.

Molecular basis of the interaction of novel tributyltin(IV) 2/4-[(E)-2-(aryl)-1-diazenyl] benzoates endowed with an improved cytotoxic profile: Synthesis, structure, biological efficacy and QSAR studies

A series of tributyltin(IV) complexes based on 2/4-[(E)-2-(aryl)-1-diazenyl]benzoate ligands was synthesized, wherein the position of the carboxylate and aryl substituents (methyl, tert-butyl and hydroxyl) varies. The complexes, Bu(3)SnL(1-4)H (1-4), have been structurally characterized by elemental analysis and IR, NMR ((1)H, (13)C, and (119)Sn) and (119)Sn Mossbauer spectroscopy. All have a tetrahedral geometry in solution and a trigonal bipyramidal geometry in the solid-state, except for Bu(3)SnL(4)H (4) that was ascertained to have tetrahedral coordination by X-ray crystallography. Cytotoxicity studies were carried out on human tumor cell lines A498 (renal cancer), EVSA-T (mammary cance…

Synthesis and characterization of some dibutylbis{5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoato}tin(IV) compounds. Toxicity studies of di- and tri-organotin complexes on the second instar ofAedes aegypti mosquito larvae

The preparation and spectroscopic characterization of some complexes of the type Bu2Sn(LH)2 (LH = 5-[(E)-2-(aryl)-1-diazenyl]-2-hydroxybenzoate) are reported. On the basis of spectroscopic evidence (1H, 13C, 119Sn NMR, IR and 119mSn Mossbauer) the compounds were judged to adopt the usual dicarboxylato structural type with a skew trapezoidal arrangement. This was further confirmed by X-ray crystallography in the case of Bu2Sn(L5H)2 (L5H = 5-[(E)-2-(4-chlorophenyl)-1-diazenyl]-2-hydroxybenzoate). Toxicity studies of the di- and tri-organotin compounds on the second larval instar of Aedes aegypti mosquito larvae are reported. Copyright © 2003 John Wiley & Sons, Ltd.

Diorganotin(IV) Complexes of Methyl 2-{[(E)-8-Oxo-5, 8-dihydroquinolin-5-ylidene]hydrazino}benzoate

Three cis-bis{5-[(E)-2-(2-carbomethoxyphenyl)-1- diazenyl]quinolinolato}-diorganotin(IV), R2Sn(L)2, complexes [R = Me (1), Ph (2) and Bz (3)] were synthesized and characterized by 1H-, 13C-, 119Sn- NMR, IR, and 119Sn Mössbauer spectroscopic techniques in combination with elemental analysis. The structure of diphenyltin(IV) complex Ph2Sn(L)2 (2) was determined by single-crystal X-ray crystallography as its tri-benzene solvate. Each complex was found to adopt a distorted cis-R2 octahedral arrangement around the tin atom with the quinolinolato ligands being N,O-chelating; the oxygen atoms are trans to each other. The complexes retain their solid- state structure in non-coordinating solvents as…

Re-visiting of 5-[(E)-2-(aryl)-1-diazenyl]-quinolin-8-ol with tweaking of Sn–Ph groups: Synthesis, spectroscopic characterization and X-ray crystallography

Abstract Reactions of sodium 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olates (LH, where the aryl group is an R-substituted phenyl ring such that for L1H: R = H; L2H: R = 2′-CH3; L3H: R = 3′-CH3; L4H: R = 4′-CH3; L5H: R = 4′-OCH3 and L6H: R = 4′-OC2H5) with Ph3SnCl in a 1:1 molar ratio yielded complexes of composition Ph3SnL. The complexes have been characterized by 1H, 13C, 119Sn NMR, IR and 119mSn Mossbauer spectroscopic techniques in combination with elemental analyses. The crystal structures of Ph3SnL1 · 0.5C6H6 (1), Ph3SnL2 (2), Ph3SnL5 · C6H6 (5) and Ph3SnL6 · 0.5C6H6 (6) were determined. The results of the X-ray studies indicated that the benzene solvated compounds 1, 5 and 6 are distort…

An in vitro comparative assessment with a series of new triphenyltin(IV) 2-/4-[(E)-2-(aryl)-1-diazenyl]benzoates endowed with anticancer activities: Structural modifications, analysis of efficacy and cytotoxicity involving human tumor cell lines

Four new triphenyltin(IV) complexes of composition Ph 3SnLH (where LH = 2-/4-[(E)-2-(aryl)-1-diazenyl]benzoate) (1-4) were synthesized and characterized by spectroscopic ( 1H, 13C and 119Sn NMR, IR, 119Sn Mössbauer) techniques in combination with elemental analysis. The 119Sn NMR spectroscopic data indicate a tetrahedral coordination geometry in non-coordinating solvents. The crystal structures of three complexes, Ph 3SnL 1H (1), Ph 3SnL 3H (3), Ph 3SnL 4H (4), were determined. All display an essentially tetrahedral geometry with angles ranging from 93.50(8) to 124.5(2)°; 119Sn Mössbauer spectral data support this assignment. The cytotoxicity studies were performed with complexes 1-4, along…

CCDC 2066256: Experimental Crystal Structure Determination

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CCDC 2066261: Experimental Crystal Structure Determination

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CCDC 1431712: Experimental Crystal Structure Determination

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Related Article: Tushar S. Basu Baul, Anurag Chaurasiya, Banteilang Lyngdoh Nonglait, Antonin Lyčka, Dieter Schollmeyer, Klaus Jurkschat|2021|J.Organomet.Chem.|946-947|121898|doi:10.1016/j.jorganchem.2021.121898

CCDC 2066257: Experimental Crystal Structure Determination

Related Article: Tushar S. Basu Baul, Anurag Chaurasiya, Banteilang Lyngdoh Nonglait, Antonin Lyčka, Dieter Schollmeyer, Klaus Jurkschat|2021|J.Organomet.Chem.|946-947|121898|doi:10.1016/j.jorganchem.2021.121898

CCDC 1431715: Experimental Crystal Structure Determination

Related Article: Tushar S. Basu Baul, Pelesakuo Kehie, Andrew Duthie, Nikhil Guchhait, Nune Raviprakash, Raveendra B. Mokhamatam, Sunil K. Manna, Nerina Armata, Michelangelo Scopelliti, f, Ruimin Wang, Ulli Englert|2017|J.Inorg.Biochem.|168|76|doi:10.1016/j.jinorgbio.2016.12.001

CCDC 1431714: Experimental Crystal Structure Determination

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CCDC 2066259: Experimental Crystal Structure Determination

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CCDC 2066258: Experimental Crystal Structure Determination

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