DESTABILIZED VINYL CATIONS - AN MO STUDY OF THE INFLUENCE OF ELECTRON-WITHDRAWING SUBSTITUENTS

被引：11

作者：

APELOIG, Y ^{[1
]}

BITON, R ^{[1
]}

ZUILHOF, H ^{[1
]}

LODDER, G ^{[1
]}

机构：

[1] LEIDEN UNIV,GORLAEUS LABS,2300 RA LEIDEN,NETHERLANDS

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 02期

关键词：

D O I：

10.1016/S0040-4039(00)76527-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ab initio (6-31G* and MP3/6-31G*//6-31G*) calculations show that vinyl cations substituted with alpha-CN, alpha-CHO and alpha-CF3 groups are by 15-18 kcal/mol less stable than their saturated analogues and are among the least stable carbenium ions generated to date via solvolysis.

引用

页码：265 / 268

页数：4

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