Mechanism of action of base-catalyzed oxygenation of phenol derivatives

Citations

WEB OF SCIENCE

10
Citations

SCOPUS

11

초록

Cyclopropyl derivative of 2,6-di-tert-butylphenol is synthesized as a probe to investigate the mechanism of base-catalyzed autooxidation of phenol derivatives. Our study indicates that one electron reduction of molecular oxygen from phenolate gives phenoxyl radical 3, a key intermediate of autooxidation. The coupling of phenoxyl radical and superoxide radical gives peroxylate anion 4 and produces the final epoxy alcohol adduct 6. (c) 2005 Published by Elsevier Ltd.

키워드

autooxidationphenolatemechanismradicalPICOSECOND RADICAL KINETICSPOTASSIUM SUPEROXIDEVITAMIN-KMODELOXIDATIONION
제목
Mechanism of action of base-catalyzed oxygenation of phenol derivatives
저자
Lee, DHSon, JBJung, SSong, JHHam, SW
DOI
10.1016/j.tetlet.2005.09.029
발행일
2005-11-07
유형
Article
저널명
Tetrahedron Letters
46
45
페이지
7721 ~ 7723