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

Ji Duck Kim, Gyoonhee Han, Lak Shin Jeong, Hyun Ju Park, Ok Pyo Zee, Young Hoon Jung

Research output: Contribution to journalArticle

38 Citations (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.

Original languageEnglish
Pages (from-to)4395-4402
Number of pages8
JournalTetrahedron
Volume58
Issue number22
DOIs
Publication statusPublished - 2002 May 27

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers'. Together they form a unique fingerprint.

  • Cite this