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
收藏
页码：265 / 268
页数：4
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