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

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Title
Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers
Author(s)
J D Kim; Gyoon Hee Han; L S Jeong; H J Park; O P Zee; Y H Jung
Bibliographic Citation
Tetrahedron, vol. 58, no. 22, pp. 4395-4402
Publication Year
2002
Abstract
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, 2° and allyl carbocations in that order.
Keyword
carbamatechlorosulfonyl isocyanateetherstability of carbocation
ISSN
0040-4020
Publisher
Elsevier
DOI
http://dx.doi.org/10.1016/S0040-4020(02)00413-1
Type
Article
Appears in Collections:
1. Journal Articles > Journal Articles
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