Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers

被引：41
|
作者：
Kim, JD
Han, G
Jeong, LS
Park, HJ
Zee, OP
Jung, YH [1 ]
机构：
[1] Sungkyunkwan Univ, Coll Pharm, Suwon 440746, South Korea
[2] Korea Res Inst Biosci & Biotechnol, Taejon 305333, South Korea
[3] Ewha Womans Univ, Coll Pharm, Seoul 120750, South Korea
来源：
TETRAHEDRON | 2002年 / 58卷 / 22期
关键词：
chlorosulfonyl isocyanate; stability of carbocation; ether; carbamate;
D O I：
10.1016/S0040-4020(02)00413-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The stability order of various alkyl, allyl, and benzyl carbocations was investigated using the novel technique for comparing the stability of carbocations in solution developed by using a simple CSI reaction with various ethers. The p-methoxycinnamyl carbocation was the most stable in our reaction system and the next stable carbocation was the p-methoxybenzyl carbocation. The stability of the other carbocations decreased with methacryl, t-butyl, cinnamyl, acryl, benzyl, 2degrees and allyl carbocations in that order. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4395 / 4402
页数：8
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