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Cross-Metathesis vs. Silylative Coupling of Olefins with Vinylsubstituted Silicon Compounds in the Presence of Transition Metal Complexes

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Ring Opening Metathesis Polymerisation and Related Chemistry

Part of the book series: NATO Science Series ((NAII,volume 56))

Abstract

Substituted vinylsilanes, RCH=CHSiR3 and R(SiR’3)C=CH2, constitute a very important class of organosilicon reagents. In the lecture, two catalytic reactions occurring between the same initial substances, (i.e. silylative coupling (A) and crossmetathesis (B) of olefins with vinylsilicon compounds) but according to the different mechanisms of catalysis are overviewed. (A) also called trans-silylation is catalyzed by metal complexes containing initially (or generating) M-H and M-Si bonds (where M = Ru, Rh, Co, Ir, Fe) and it occurs through the cleavage of =C-Si bond of vinylsilane and C-H of the olefin (also vinylsilane in the homocoupling). Cross-metathesis of vinylsilanes with olefins (B) has been successfully developed only very recently and proceeds in the presence of ruthenium (e.g. Grubbs catalyst) and molybdenum (Schrock catalyst) metallacarbenes via C=C cleavage of in both initially used substrates.

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Marciniec, B. (2002). Cross-Metathesis vs. Silylative Coupling of Olefins with Vinylsubstituted Silicon Compounds in the Presence of Transition Metal Complexes. In: Khosravi, E., Szymanska-Buzar, T. (eds) Ring Opening Metathesis Polymerisation and Related Chemistry. NATO Science Series, vol 56. Springer, Dordrecht. https://doi.org/10.1007/978-94-010-0373-5_33

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  • DOI: https://doi.org/10.1007/978-94-010-0373-5_33

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-1-4020-0559-6

  • Online ISBN: 978-94-010-0373-5

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