The α-effect in benzyl transfers from benzylphenylmethyl sulfonium salts to N-methylbenzohydroxamate anions

被引：52

作者：

Fountain, KR ^{[1
]}

Tad-y, DB ^{[1
]}

Paul, TW ^{[1
]}

Golynskiy, MV ^{[1
]}

机构：

[1] Truman State Univ, Kirksville, MO 63501 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 18期

关键词：

D O I：

10.1021/jo981902+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The investigation of the occurrence of the a-effect in group transfers from phenyldialkyl sulfonium ions where one alkyl group is benzyl allows an assay of the effect of changing the nature of the C atom being transferred, The size of the alpha-effect responds to increasing electron demand, as methyl transfers do. Quantitative relationships between the size of the alpha-effect are established from both the nucleophilic side and the leaving group side of the S(N)2 transition state.

引用

页码：6547 / 6553

页数：7

共 22 条

[1] PASSAGE FROM CONCERTED TO STEPWISE DISSOCIATIVE ELECTRON-TRANSFER AS A FUNCTION OF THE MOLECULAR-STRUCTURE AND OF THE ENERGY OF THE INCOMING ELECTRON - ELECTROCHEMICAL REDUCTION OF ARYLDIALKYL SULFONIUM CATIONS [J].