Rates and Mechanism for the Solvolyses of 2, 2-Dimethyl-2-sila-1-indanyl Bromide and α-Trialkylsilylbenzyl p-Toluenesulfonates. α-Silicon Effect on the Stability of …

N Shimizu, E Osajima, Y Tsuno

Index: Shimizu, Nobujiro; Osajima, Erika; Tsuno, Yuho Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 4 p. 1145 - 1152

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Citation Number: 20

Abstract

α-Silicon effect on the benzylic solvolysis has been investigated. The solvolysis of 2, 2- dimethyl-2-sila-1-indanyl bromide in aq acetone exhibits a linear response to the solvent ionizing power Y Br with a slope m close to unity (m= 0.93) and gives the corresponding alcohol without skeletal rearrangement indicative of akc mechanism; it solvolyzes 4.98× 10 2 times less rapidly than a carbon reference, 2, 2-dimethyl-1-indanyl bromide, in 60% aq ...