Substituent effects. XIX. Solvolysis of 1-aryl-1-(trifluoromethyl) ethyl tosylates.

A Murata, M Goto, R Fujiyama, M Mishima…

Index: Murata; Goto; Fujiyama; Mishima; Fujio; Tsuno Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 4 p. 1129 - 1137

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Citation Number: 38

Abstract

The rates of solvolysis of 1-aryl-1-(trifluoromethyl) ethyl tosylates were determined in 80% aqueous ethanol for a series of substituents. The Brown ρ+ σ+ treatment fails to give a simple linear plot, but all the p-π-donors deviate upward from the meta-correlation line. On the other hand, the Yukawa–Tsuno LArSR Eq. gives a linear correlation over the whole range of substituents, log (k⁄ k 0)=− 6.287 (σ°+ 1.388Δ\ barσ R+), with excellent precision. ...

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