Sequential Conversion of Vinyl Triflates to 1,2-Disilanes via Technical Control of Magnesium and Calcium Reducibility
Tianyuan Zhang1,2, Shota Tahara1, Takuto Negishi1
1Department of Materials Science and Bioengineering, Nagaoka University of Technology, 1603-1, Kamitomioka-cho, NagaokaNiigata 940-2188, Japan.
Abstract:
Reductive direct substitution of α-arylvinyl triflates on the sp2 carbon atom by magnesium in the presence of chlorosilane proceeded to give the corresponding α-silylstyrenes, which could not be reduced further, and the reaction completely stopped because the reduction potential of α-silylstyrenes lies out of the reducible field of magnesium. The subsequent reduction of α-silylstyrenes by calcium brought about the second introduction of another silyl group to the vicinal carbon atom to lead a selective and simple route to a variety of 1,2-disilanes from vinyl triflates by cooperative works of magnesium and calcium with different reduction potentiality.
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