Synthesis and relative stability of five- and six-membered S-functional derivatives of 1,3-thiasilacycloalkanes

Oxidation, imidation, and S-methylation reactions of five- and six-membered 1,3-thiasilacycloalkanes have been examined under various conditions. The S-functional derivatives of 1,3-thiasilacycloalkanes undergo solvolytic SiC(S) bond cleavage in protic media. The ease of the ring opening depends on the S-functionality and on the ring size.