Cyclization of o-Allylstyrene via Hydrosilylation: Mechanistic Aspects of Hydrosilylation of Styrenes Catalyzed by Palladium−Phosphine Complexes
- 7 August 1998
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 63 (18), 6137-6140
- https://doi.org/10.1021/jo980100b
Abstract
Hydrosilylation of o-allylstyrene with trichlorosilane in the presence of 0.3 mol % of a palladium catalyst bearing triphenylphosphine gave trans-1-methyl-2-(trichlorosilylmethyl)indan, 1-(2-(2-propenyl)phenyl)-1-trichlorosilylethane, and 1-(2-((E)-1-propenyl)phenyl)-1-trichlorosilylethane. The reaction of styrene with trichlorosilane gave a quantitative yield of 1-phenyl-1-(trichlorosilyl)ethane while allylbenzene did not give silylation products under the same reaction conditions. These results show that the hydropalladation process is operative in the hydrosilylation of styrene derivatives with trichlorosilane catalyzed by palladium-phosphine complexes.Keywords
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