Silicon Effects. II. Structure and Stability of 1-Phenyl-2-(trimethylsilyl) ethyl Cation in Solution.

N Shimizu, S Watanabe, Y Tsuno

Index: Shimizu, Nobujiro; Watanabe, Shin-ichiro; Tsuno, Yuho Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 7 p. 2249 - 2254

Full Text: HTML

Citation Number: 15

Abstract

Solvolysis rates have been measured in various solvents at 25° C for 1-(substituted phenyl)- 2-(trimethyl-silyl) ethyl trifluoroacetates (1a–1g; R= H, 4-Me, 4-Cl, 4-Br, 3-Cl, 3, 4-Cl 2, and 3, 5-Cl 2, respectively) and structurally related compounds, 1-phenylethyl-, 3, 3-dimethyl-1- phenylbutyl-, and 1-(4-methylphenyl) ethyl trifluoroacetates (3a, 4, and 5). In dioxane/water mixtures 1g solvolyzes with the same sensitivity to the change in solvent ionizing power as ...