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Two atom insertions into the silacyclopropane and silacyclopropene rings: mechanistic considerations
Authors:Dietmar Seyferth  Steven C. Vick  Mark L. Shannon  Thomas F.O. Lim  Don P. Duncan
Affiliation:Department of Chemistry Massachusetts Institute of Technology Cambridge, Massachusetts 02139 USA
Abstract:Novel two atom insertion reactions into the SiC2 rings of hexamethylsilirane and 1,1-dimethyl-2,3-bis(trimethylsilyl)-1-silirene involving the C bonds of styrene and α-methylstyrene, 1,3-butadiene and its 2-methyl and 2,3-dimethyl derivatives, and, in the presence of ultraviolet radiation, of aliphatic aldehydes and ketones, are reported. A radical mechanism is suggested tobe operative in these reactions. Also described are novel palladium-catalyzed reactions of the silirene with terminal and internal acetylenes.
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