SYNTHESIS OF TIN(IV)-OXYGEN AND TIN(IV)-SULFUR HETEROCYCLES AND THEIR TRANSFORMATION TO TIN(II) ANALOGS

Condensation of diorganotin oxides with diols, carboxylic acids, and thiols releases water to form tin(IV)-oxygen and -sulfur heterocycles with five-, six-, and seven-membered rings. In this way new diorganotin(IV) o-phenylenedioxy, oxybenzoyloxy, thiolatobenzoyloxy, pyridinedioxy, and acetanilidoxy heterocycles, the structure of the last being assigned to a seven-membered ring isomer, and derivatives of mandelic acid are synthesized. Reaction with tin(II) chloride transforms the heterocycles into their tin(II) analogues, while treatment with catechol and salicylic acid results in the o-phenylenedioxy and oxybenzoyloxy derivatives, respectively. The heterocycles react with di-n-butyltin dichloride to give open chain ditin dichlorides, while acetyl chloride gives the diacetylated diol plus the corresponding diorganotin dichloride. The compounds are characterized by infrared and tin-119m Mössbauer spectroscopies. © 1979, American Chemical Society. All rights reserved.