The effect of substituents at silicon on the cross-metathesis of trisubstituted vinylsilanes with olefins

Authors:

• Cezary Pietraszuk,
• Helmut Fischer,
• Szymon Rogalski,
• Bogdan Marciniec

Abstract

Efficient cross-metathesis of vinylsilanes, carrying a large spectrum of different substituents at silicon, with various olefins in the presence of the first and second generation Grubbs catalyst and Hoveyda-Grubbs catalyst is described. On the basis of the results of equimolar reactions of vinylsilanes with ruthenium alkylidene complexes and experiments with deuterium-labelled reagents, a general, metallacarbene mechanism for the cross-metathesis of trisubstituted vinylsilanes with olefins has been suggested. Reaction was proved to be a valuable method for synthesis of unsaturated organosilicon derivatives. © 2005 Elsevier B.V. All rights reserved.