MECHANISM OF ARENE HYDROXYLATION BY VANADIUM PICOLINATO PEROXO COMPLEXES

被引:41
作者
BONCHIO, M [1 ]
CONTE, V [1 ]
DIFURIA, F [1 ]
MODENA, G [1 ]
MORO, S [1 ]
机构
[1] UNIV PADUA,CNR,CTR STUDIO MECCANISMI REAZ ORGAN,DIPARTIMENTO CHIM ORGAN,I-35131 PADUA,ITALY
关键词
D O I
10.1021/jo00100a029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The mechanism of the reaction of VO(O-2)PIC(H2O)(2) (PIC = picolinic acid anion) with benzene and substituted benzenes in CH3CN, affording the corresponding phenols together with dioxygen, has been further investigated. The reaction is a radical chain process whose initiation produces the actual oxidant which may be described as a radical anion derived from the peroxovanadium complex, possessing, however, a marked electrophilic character. In the propagation steps such species react either with the original peroxo complex yielding dioxygen or with the aromatic substrates affording phenols via the formation of an intermediate.
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页码:6262 / 6267
页数:6
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