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Cross-Metathesis of Vinyl-Substituted Organosilicon Derivatives With Olefins and Dienes in the Presence of Grubbs Catalysts

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Metathesis Chemistry

Part of the book series: NATO Science Series ((NAII,volume 243))

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.

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Pietraszuk, C., Fischer, H., Marciniec, B. (2007). Cross-Metathesis of Vinyl-Substituted Organosilicon Derivatives With Olefins and Dienes in the Presence of Grubbs Catalysts. In: Imamoglu, Y., Dragutan, V., Karabulut, S. (eds) Metathesis Chemistry. NATO Science Series, vol 243. Springer, Dordrecht. https://doi.org/10.1007/978-1-4020-6091-5_16

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