Tetrahedron letters

Substituent effect on solvolysis of 2-(aryldimethylsilyl) ethyl chlorides

R Fujiyama, T Munechika

Index: Fujiyama, Ryoji; Munechika, Toshihiro Tetrahedron Letters, 1993 , vol. 34, # 37 p. 5907 - 5910

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Citation Number: 5

Abstract

Abstract The solvolysis rates of 2-(aryldimethylsilyl) ethyl chlorides 3 were measured using a conductometric method. The analysis of the Yukawa-Tsuno LArSR equation gives a reaction constant of ϱ=− 1.42 and a high resonance demand of r= 1.48. This result indicates that the β-silicon effect is attributed to the cyclic transition state structure with a positive charge on the silicon in this primary system.