Studies on the mechanism of B (C6F5) 3-catalyzed hydrosilation of carbonyl functions

DJ Parks, JM Blackwell, WE Piers

Index: Parks, Daniel J.; Blackwell, James M.; Piers, Warren E. Journal of Organic Chemistry, 2000 , vol. 65, # 10 p. 3090 - 3098

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Citation Number: 382

Abstract

The strong organoborane Lewis acid B (C6F5) 3 catalyzes the hydrosilation (using R3SiH) of aromatic and aliphatic carbonyl functions at convenient rates with loadings of 1-4%. For aldehydes and ketones, the product silyl ethers are isolated in 75-96% yield; for esters, the aldehydes produced upon workup of the silyl acetal products can be obtained in 45-70% yield. Extensive mechanistic studies point to an unusual silane activation mechanism ...