SUBSTITUENT EFFECTS ON THE KINETIC SOLVENT ISOTOPE EFFECT IN SOLVOLYSES OF ARENESULFONYL CHLORIDES

被引：39
|
作者：
KOO, IS
LEE, I
OH, J
YANG, K
BENTLEY, TW
机构：
[1] INHA UNIV,DEPT CHEM,INCHON 402751,SOUTH KOREA
[2] GYEONGSANG NATL UNIV,DEPT CHEM EDUC,GYEONGNAM 660701,SOUTH KOREA
[3] UNIV COLL SWANSEA,DEPT CHEM,SWANSEA SA2 8PP,W GLAM,WALES
来源：
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 1993年 / 6卷 / 04期
关键词：
D O I：
10.1002/poc.610060405
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Hammett type plot of kinetic solvent isotope effect (KSIE = k(SOH)/k(SOD)), log(KSIE) vs sigma, can be a useful mechanistic tool for solvolytic reactions. The slopes of such straight line plots for para-substituted benzenesulphonyl chlorides in methanol (0.15), water (0.05) and methanol-water (0-05) are interpreted in terms of different reaction channels (general base-catalysed and S(N)2), in contrast to simple Hammett plots, log k(SOH) (or log K(SOD)) VS sigma, invariably exhibiting non-linear concave curves.
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页码：223 / 227
页数：5
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