Generation of metal-free silyl anions from disilanes and fluoride catalyst. Synthetic reactions with aldehydes and 1, 3-dienes

T Hiyama, M Obayashi, I Mori…

Index: Hiyama, Tamejiro; Obayashi, Michio; Mori, Ichiro; Nozaki, Hitosi Journal of Organic Chemistry, 1983 , vol. 48, # 6 p. 912 - 914

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Citation Number: 87

Abstract

Summary: The Si-Si bond of disilanes is found to be cleaved by tetrabutylammonium fluoride (TBAF) in hexamethylphosphoric triamide to produce metal-free silyl anion and triorganosilyl fluoride. The disilane/TBAF reagent was studied spectrometrically. Synthetic application of the reagent with a catalytic amount of TBAF is illustrated by the reaction with aldehydes and 1, 3-dienes.