Synthesis,structural and larvicidal studies of a series of triorganotin chrysanthemumates

A series of triorganotin chrysanthemumates (2,2‐dimethyl‐3‐(2‐methyl‐1‐propenyl)cyclopropanecarboxylates) (R₃SnO₂CC₉H₁₅) where R = methyl, ethyl, n‐butyl and phenyl was synthesized. The solid state structures were deduced using infrared (IR) and Mössbauer spectroscopies. The spectroscopic results indicated that all the compounds were found to be five‐coordinated in the solid state. Based on the NMR results, all the compounds are tetrahedral in solution. Larvicidal activities of the compounds were evaluated against the second instar stage of Aedes aegypti, Anopheles stephensi and Culex pipiens quinquefasciatus mosquitoes. The toxicity results indicated that these compounds of triorganotins were effective larvicides against all three species of larvae. Copyright © 2011 John Wiley & Sons, Ltd.     

Biocidal organotin compounds: Part 1. Preparation and characterization of triorganotin(IV) 4-pyridyl- and 2-pyrimidyl- thioacetates and the crystal structure of triphenyltin(2-pyrimidylthioacetate)

The preparation and spectroscopic characterization of [R₃Sn(O₂CCH₂SC₅H₄N-4)], R == Ph, benzyl (Bz), cyclohexyl (c-Hex) and n-Bu, and of [R₃Sn(O₂CCH₂SC₄H₃N₂-2,6)], R == Me, Ph and n-Bu, are reported. The 2-pyrimidyl compounds feature trigonal bipyramidal tin centres with trans-R₃SnO₂ geometries as was confirmed by X-ray crystallography for [Ph₃Sn(O₂CCH₂SC₄H₃N₂-2,6)]. ¶ By contrast the 4-pyridyl compounds have trigonal bipyramidal geometries in the solid state (arising from intermolecular Sn…N interaction) and tetrahedral geometries in solution. The biocidal activity of these compounds against the fungi Helminthosporium maydis (ITCC 2675) and H. oryzae (ITCC 2675), both of which damage crops such as maize and rice, shows promise. Encouraging is the observation that the compounds show no adverse phytotoxicity at concentrations to 10^?3M.     

Tetraethylammonium (diorgano)halogeno-(2, 6-pyridinedicarboxylato)stannates: Synthesis,characterization and in vitro antitumour activity

The synthesis and characterization of tetraethylammonium (diorgano)halogeno(2, 6-pyridinedicarboxylato)stannates are described. The solution structures of these complexes in CDCl₃ and DMSO are discussed on the basis of ¹¹⁹Sn and ¹⁹F NMR data. Their in vitro antitumour activities against two human tumour cell lines, MCF-7 and WiDr, are presented.     

Di-n-butyltin and diethyltin monofluorobenzoates: Synthesis,spectroscopic characterization and in vitro antitumor activity

The di-n-butyltin(IV) and diethyltin(IV) fluorobenzoates [FC₆H₄COO]₂SnR₂ and (FC₆H₄COOR₂Sn)₂O have been synthesized and characterized spectroscopically. Their in vitro antitumor activity against two human tumor cell lines, MCF-7, a mammary tumor, and WiDr, a colon carcinoma, as well as against the NCI cell panel, is satisfactory.     

o-Cyclohexadiamine complexes of some diorganotin,mono-organtotin and stannic carboxylates: Synthesis and spectral properties

o-Cyclohexadiamine (the base component of tetraplatin) adducts of Ph₂Sn(OCOCH₃)₂, nBu₂Sn(OCOH₃)₂, (PhCH₂)₂Sn(OCOCH₃)₂, PhSn(OCOCF₃)₃, BuSn(OCOCH₃)₃ and Sn(OCOCH₃)₄ have been synthesized and characterized by elemental analysis and spectroscopy. The compounds appear to be the first such adducts in their class.     

Synthesis,spectroscopic characterization and in vitro antitumour activity of di-n-butyltin and diethyltin trimethoxybenzoates: X-ray structure analysis of bis[di-n-butyl(3,4,5-trimethoxybenzoato)tin] oxide

Di-n-butyltin(IV) and diethyltin(IV) 2,3,4-, 2,4,5- and 3,4,5-trimethoxybenzoates [(CH₃O)₃C₆H₂COO]₂SnR [Type a] and {[(CH₃O)₃C₆H₂COO]R₂Sn}₂O [Type b] have been synthesized and characterized spectroscopically. The crystal structure of bis[di-n-butyl(3,4,5- trimethoxybenzoato)tin] oxide has been determined. The triclinic unit cell contains one centrosymmetric dimer; a = 15.919(2) Å, b = 11.711(3) Å, c = 13.475(1) Å, and α = 63.63(2)°, β = 67.49(1)°, γ = 76.61(2)°. The geometry of the dimer is very similar to that of bis[di-n-butyl(5-methoxysalicylatotin] oxide), with two different types of five-coordinate tin atoms and one central planar Sn₂O₂ ring.     

Organotin biocides. X. Synthesis,structure and biocidal activity of organotin derivatives of 2-mercaptobenzothiazole, 2-mercaptobenzoxazole and 2-mercaptobenzimidazole

Ten organotin derivatives of 2-mercaptobenzothiazole (Hmbt), 2-mercaptobenzoxazole (Hmbo) and 2-mercaptobenzimidazole (Hmbi) have been synthesised and thier structures characterised by spectroscopic methods. Triorganotin derivatives are all S-bonded to the ligand and four-coordinate at tin except Bu₃Sn(mbo) which is five-coordinate trans-ONSnR₃ polymer at 78K. The crystal structure of Cy₃Sn(mbt) has been determined and confirms the tetrahedral geometry at tin. Bu₂Sn(mbt)₂ is weakly six-coordinate by N,S chelating ligands. Biocidal activity patterns are presented for Cy₃Sn(mbt), Ph₃Sn(mbt) and Ph₃Sn(mbo).