Collect. Czech. Chem. Commun. 1986, 51, 1100-1111

Preparation and infrared and 13C, 17O, and 119Sn NMR spectra of some substituted di- and tri(1-butyl)tin phenoxyacetates and phenylthioacetates

Jaroslav Holečeka, Karel Handlířa, Antonín Lyčkab, T. K. Chattopadhyayc, B. Majeec and A. K. Kumarc

a Department of General and Inorganic Chemistry, Institute of Chemical Technology, 532 10 Pardubice, Czechoslovakia
b Research Institute of Organic Syntheses, 532 18 Pardubice-Rybitví, Czechoslovakia
c Department of Chemistry, University of North Bengal, 734 430 Darjeeling, India


The paper describes preparation and basic physical and chemical properties of a group of substituted di- and tri(1-butyl)tin(IV) phenoxyacetates and phenylthioacetates of the general formula (RxC6H5-xECH2CO2)nSn(1-C4H9)4-n, where R = H, 2-Cl, 4-Cl, 2-CH3, and 2-OCH3, E means oxygen or sulphur atoms, n = 1 or 2, and x = 1 or 2. From IR spectral data, 13C, 17O, and 119Sn NMR spectra, and from other physico-chemical methods, conclusions are drawn about structure of the compounds in solid state and in solutions of coordinating (hexamethylphosphoric triamide) and non-coordinating solvents (chloroform, carbon tetrachloride, carbon disulphide, benzene). In solid state the tri(1-butyl)tin(IV) compounds form polymeric chains with bidentate bridge carboxylic groups. In non-coordinating solvents these compounds are present as isolated pseudotetrahedral molecules, whereas in hexamethylphosphoric triamide they form complexes with one solvent molecule, the central tin atom exhibiting the trans-trigonally bipyramidal coordination. The di(1-butyl)tin(IV) compounds form, both in solid state and in non-coordinating solvents, monomeric particles containing bidentate chelate carboxylic groups. In hexamethylphosphoric triamide they form complexes with octahedral coordination around the tin atom containing monodentate carboxylic groups and the butyl groups are trans position. In none of the cases studied evidence was obtained for interaction of the oxygen or sulphur atoms of C6H5ECH2 group with the tin atom.