SOLVOLYSIS AND MUTAGENESIS OF N-ACETOXY-N-ALKOXYBENZAMIDES - EVIDENCE FOR NITRENIUM ION FORMATION

被引：35

作者：

CAMPBELL, JJ ^{[1
]}

GLOVER, SA ^{[1
]}

ROWBOTTOM, CA ^{[1
]}

机构：

[1] UNIV NEW ENGLAND,DEPT CHEM,ARMIDALE,NSW 2351,AUSTRALIA

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 37期

基金：

澳大利亚研究理事会;

关键词：

D O I：

10.1016/S0040-4039(00)98076-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mutagenic N-acetoxy-N-butoxybenzamides undergo acid catalysed solvolysis in acetonitrile/water. Kinetic data and a Hammett σ+ correlation (ρ{variant}=-1.4) indicate nitrenium ion formation in the rate determining step. Levels of mutagenicity mirror the rates of solvolysis suggesting nitrenium ion involvement. © 1990.

引用

页码：5377 / 5380

页数：4

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