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

Title
Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers
Authors
Kim J.D.Han G.Jeong L.S.Park H.-J.Zee O.P.Jung Y.H.
Ewha Authors
정낙신
Issue Date
2002
Journal Title
Tetrahedron
ISSN
0040-4020JCR Link
Citation
vol. 58, no. 22, pp. 4395 - 4402
Indexed
SCI; SCIE; SCOPUS WOS scopus
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. © 2002 Elsevier Science Ltd. All rights reserved.
DOI
10.1016/S0040-4020(02)00413-1
Appears in Collections:
약학대학 > 약학과 > Journal papers
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