NEW STABLE PHENOXY RADICALS . OXIDATION OF HYDROXYSTILBENES

被引:34
作者
BECKER, HD
机构
[1] General Electric Research, Development Center, Schenectady
[2] Department of Organic Chemistry, Chalmers University of Technology, Gothenburg, Sweden
关键词
D O I
10.1021/jo01257a006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dehydrogenation of 3,5-disubstituted 4-hydroxystilbenes with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) or alkaline potassium ferricyanide leads to new bisquinone methides which in solution spontaneously dissociate into their monomeric phenoxy radical precursors. Methoxy substitution is found to enhance the homolytic cleavage reaction. The 2,6-disubstituted 4-β-styrylphenoxy radicals are characterized by ultraviolet and electron spin resonance spectroscopy. Oxidation of 2-hydroxy-3-methoxystilbene results in the formation of dimethoxydi-β-styryldiphenoquinone. © 1969, American Chemical Society. All rights reserved.
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页码:1211 / &
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