Trans-Silylation vs Cross-Metathesis of Styrene with 2,2,4,4,6,6,8,8-Octamethyl-1,5-dioxo-2,4,6,8-tetrasila-3,7-exo- dimethylenecyclooctane Catalyzed by Ruthenium Complexes

doi:10.1021/OM990061+

Paper

Trans-Silylation vs Cross-Metathesis of Styrene with 2,2,4,4,6,6,8,8-Octamethyl-1,5-dioxo-2,4,6,8-tetrasila-3,7-exo- dimethylenecyclooctane Catalyzed by Ruthenium Complexes

Published Aug 28, 1999 · B. Marciniec, M. Lewandowski, E. Bijpost

Organometallics

Q1 SJR score

17

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

2,2,4,4,6,6,8,8-Octamethyl-1,5-dioxo-2,4,6,8-tetrasila-3,7-exo-dimethylenecyclooctane (1) (whose X-ray structure has been determined) is a good model to study the reactivity of an exocyclic vinyl bond at silicon with styrene occurring in the presence of RuHCl(CO)(PPh3)3 (I). Two products are formed initially: the linear 2 by ring opening of 1 and the cyclic 3 by condensation with evolution of ethylene. In the presence of an excess of styrene, 2 undergoes consecutive reactions giving subsequent styryl derivatives. Effective catalysis by I and the lack of activity of Ru−carbenes (II) for the reaction were examined. An MS study of the products (2D and 3D) of the reaction of deuterated styrene with 1 provides convincing evidence for a mechanism that does not involve a metallacarbene. A sequential insertion−elimination mechanism is proposed for the catalytic process.

Study Snapshot

A sequential insertion-elimination mechanism catalyzes the reaction of styrene with 2,2,4,4,6,6,8,8-Octamethyl-1,5-dioxo-2,4,6,8-tetrasila-3,7-exo-dimethylene

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Trans-Silylation vs Cross-Metathesis of Styrene with 2,2,4,4,6,6,8,8-Octamethyl-1,5-dioxo-2,4,6,8-tetrasila-3,7-exo- dimethylenecyclooctane Catalyzed by Ruthenium Complexes

References

Citations

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This efficient palladium-catalyzed method efficiently synthesizes Z-vinylsilanes with reasonable to excellent yields and good functional group compatibility, making it a practical and effective method for synthesis of Z-vinylsilanes.

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Synthesis of siloxy-modified second generation Hoveyda–Grubbs catalysts and their catalytic activity

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