Proton catalysis of nucleophilic substitution at pentacoordinate silicon

Bassindale, Alan R.; Baukov, Yuri I.; Taylor, Peter and Negrebetsky, Vadim V. (2002). Proton catalysis of nucleophilic substitution at pentacoordinate silicon. Journal of Organometallic Chemistry, 655(1-2) pp. 1–6.

DOI: https://doi.org/10.1016/S0022-328X(02)01395-5

Abstract

Addition of acid to the pentacoordinate fluorosilane 8, leads to enhanced exchange of fluorine and loss of diastereotopicity of the silicon methyl groups. A DNMR study of the H-1-NMR spectra suggests a dissociative mechanism involving protonation of the fluorine leaving group. Variable temperature studies suggest that at lower temperatures the tetracoordinate form is favoured. (C) 2002 Elsevier Science B.V. All rights reserved.

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