Pyrolysis of silylphenyldiazomethanes. Rearrangement of silylcarbenes to compounds containing an SiC double bond

Abstract

Pyrolysis of phenyltrimethylsilyldiazomethane with carbonyl compounds gave styrene derivatives, whilst pyrolysis with 2,3-dimethylbuta-1,3-diene gave silacyclohexene derivatives together with benzosila-cyclopentene and the dimerization product of silyl-carbene; the reaction probably involve methyl migration from silicon to carbenic carbon in the silylphenylcarbene followed by 2 + 2 and 2 + 4 reactions with the carbonyl compounds and butadiene.