. gamma.-Silicon stabilization of carbonium ions in solvolysis. I. Solvolysis of cis-and trans-3-(trimethylsilyl) cyclohexyl p-bromobenzenesulfonates

VJ Shiner, MW Ensinger, GS Kriz

Index: Shiner, V. J.; Ensinger, Mark W. Journal of the American Chemical Society, 1986 , vol. 108, # 4 p. 842 - 844

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Citation Number: 40

Abstract

Table I. Rate Constants" for Solvolyses at 25 OC solventb comwund 80E 70E 60E 97T 70T cis-3-(trimethylsilyI) cyclohexyl brosylate (1) 3.40 (0.01) 8.96 (0.09) 176.3 (0.80) trans-3- (trimethylsilyl) cyclohexyl brosylate (2) 0.89 (0.02) 3.2 (0.2) 1.99 (0.04) 4.13 (0.07) cis-4-tert- butylcyclohexyl brosylate (3) c 1.26 2.75 1.66 5.01 trans-4-ter~-butylcyclohexyl brosylate (4) c 0.22 0.50 0.39 1. oo" k's are in units of sl. All kinetic runs reported are the averages of ...