1: 2-Adducts from Silylenes and 1,3-butadiene

Article abstract of DOI:10.1016/0022-328X(95)00321-G

Photochemical generation of dimethylsilylene, methyl(phenyl)silylene and diphenylsilylene in the presence of high concentrations of 1,3-butadiene leads to the formation of 1-sila-3,4-divinylcyclopentanes as major products in addition to the anticipated 1-silacyclopent-3- enes.Also obtained are the ene-reaction products from the silenes, formed by formal 1,3-silyl shifts in the bis(trimethylsilyl)arylsilanes that are employed as the photochemical precursors of MePhSi: and Ph2Si:.Evidence is presented that both the divinylsilacyclopentanes and the silacyclopent-3-enes arise from vinylsilirane intermediates that can be trapped by acetone, yielding stable 3,3-dimethyl-4-vinyl-1- sila-2-oxolanes.Keywords: Silicon; Silylene