Journal of the American Chemical Society

Nonlinear structure-reactivity correlations. Acyl transfer between sulfur and oxygen nucleophiles

DJ Hupe, WP Jencks

文献索引：Hupe,D.J.; Jencks,W.P. Journal of the American Chemical Society, 1977 , vol. 99, p. 451 - 464

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被引用次数: 281

摘要

Abstract: The Brqnsted-type correlation with thiol basicity of log K,, for the transfer of acetyl groups to a series of thiol anions has a slope, PCq, of 1.38, which is larger than that for the addition of a proton, but smaller than the value of Peq= 1.6 f 0.1 for the transfer of acetyl groups to oxyanions or nitrogen. Rate constants for acyl transfer from p-nitrothiophenyl acetate to thiol anions show a small sensitivity to thiol basicity (pnUc= 0.27) for rate- ...