Preparation and reactions of triarylsilylmethylmetallic reagents

Author:

Brook A. G.,Duff J. M.,Anderson D. G.

Abstract

Triarylsilylmethylmetallic reagents have been prepared by several routes: metalation; addition of phenyllithium to vinyltriphenylsilane; direct synthesis; and by halogen–metal exchange. The latter method is highly superior as regards both generality of application and yields. Dibromomethylsilanes undergo halogen-metal exchange at −78°, and reaction of the product with hydrogen bromide serves as a valuable way of converting geminal dibromides to monobromides. The organometallic reagents have been characterized in several ways, in particular by carbonation to give the related carboxylic acid.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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