FORMATION OF AROMATIC RADICAL-CATIONS BY OXIDATION WITH ELECTRO-NEGATIVELY SUBSTITUTED QUINONES IN ACID-MEDIA - KINETICS AND MECHANISM

被引:20
作者
SEP, WJ [1 ]
VERHOEVEN, JW [1 ]
DEBOER, TJ [1 ]
机构
[1] UNIV AMSTERDAM,ORGAN CHEM LAB,NL-1018 WS AMSTERDAM,NETHERLANDS
关键词
D O I
10.1016/0040-4020(79)87034-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Electronegatively substituted quinones are shown to oxidize electronrich aromatic molecules to the corresponding radical-cations in acid medium via a reversible two step mechanism. The influence of acid strength on the rate of the reaction suggests that a protonated quinone molecule acts as the primary electron acceptor. The rate of formation of the radical cations depends on the one electron oxidation potential of the parent aromatic molecules in a way typical for endothermic outersphere electrontransfer. © 1979.
引用
收藏
页码:2161 / 2168
页数:8
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