CROSS-METATHESIS OF VINYL-SUBSTITUTED ORGANOSILICON DERIVATIVES WITH OLEFINS AND DIENES IN THE PRESENCE OF GRUBBS CATALYSTS

摘要

A short overview on the reactivity modes and on efficient synthetic routes based on metathesis transformations of vinylsilanes in the presence of Grubbs catalysts is presented. Efficient cross-metathesis of various olefins with vinylsilanes, carrying a large spectrum of different substituents at silicon, in the presence of the first- and second-generation Grubbs catalyst and Hoveyda-Grubbs catalyst is described. Moreover, recent results on the reactivity of a variety of (di)vinyl-substituted silanes and siloxanes are presented. On the basis of the results of equimolar reactions of vinylsilanes and of experiments with deuterium-labelled reagents, a general carbene mechanism for the cross-metathesis of trisubstituted vinylsilanes with olefins is suggested. The reactions constitute a novel valuable method for the synthesis of unsaturated organosilicon derivatives.