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Journal of the American Chemical Society

Catalytic alcoholysis of tetramethylsilane via Pt-mediated C-H bond activation.


PMID 12785766

Abstract

Tetramethylsilane reacts with 2,2,2-trifluoroethanol (TFE) in the presence of a cationic platinum(II) catalyst [(NN)PtMe(TFE)]+ (NN = 1,2-bis(3,5-dimethylphenylimino)butane). Catalytic Si-C bond heterolysis results in the formation of the trimethylsilyl ether, Me3SiOCH2CF3, accompanied by liberation of one equivalent of methane. Preliminary experiments suggest that a rate-determining C-H bond activation precedes rapid attack by solvent at silicon to yield the silyl ether product and regenerate the active platinum methyl cation.

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