ARYLATION OF AROMATIC COMPOUNDS BY ELECTROCHEMICAL REDUCTION OF BENZENEDIAZONIUM TETRAFLUOROBORATE IN APROTIC SOLVENTS

被引:57
作者
GADALLAH, FF
ELOFSON, RM
机构
[1] Research Council of Alberta, Edmonton, Alberta
关键词
D O I
10.1021/jo01263a025
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzenediazonium tetrafluoroborate has been reduced electrolytically at 0 V vs. see in aprotic solvents to produce a free phenyl radical. The phenyl radical so formed has been used for phenylation of benzene, toluene, anisole, benzonitrile, nitrobenzene, bromobenzene, and naphthalene. The isomer ratios, total rate ratios, and partial rate factors agree with those obtained using benzoyl peroxide or N-nitrosoacetanilide as sources of free radicals and demonstrate that the mechanism of phenylation is completely free radical. © 1969, American Chemical Society. All rights reserved.
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页码:3335 / &
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