Tetrahedron

Oxidative cleavage of silicon-carbon bonds in organosilicon fluorides to alcohols

K Tamao, T Kakui, M Akita, T Iwahara, R Kanatani…

Index: Tamao, K.; Kakui, T.; Akita, M.; Iwahara, T.; Kanatani, R.; et al. Tetrahedron, 1983 , vol. 39, # 6 p. 983 - 990

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Citation Number: 182

Abstract

Certain functional silyi groups have been shown to be synthetically equivalent to the OH group. All of the C-Si bonds in organosilicon fluorides, K2 (RSiF5] and RnSiF4-n,(n= 1, 2, 3) are cleaved by m-chloroperbenzoic acid (MCPBA) in DMF to give the corresponding alcohols in high yields. Although the reaction with RSiF52-and RSiF3 proceeds without any additive, cleavage of R2SiF2 and R3SiF requires, respectively, a catalytic or excess ...