Oxidations of aromatic amines by superoxide ion
Keyword(s):
Superoxide ion acts as a mild and highly selective oxidizing agent for aromatic amines. Aniline and α-naphthylamine were not oxidized, but β-naphthylamine formed dibenzo[a,h]phenazine, dibenzo- [a,i]phenazine and 2,2'-azonaphthalen-1-ol. o-and p-Diamines are oxidized to diaminoazobenzenes but m-diamines are unreactive. Similarly o- and p-aminophenols are oxidized to dihydroxyazo- benzenes but m-aminophenols are unaffected, and o-mercaptoaniline forms the disulfide. The oxidations are considered to be free-radical processes, initiated by hydrogen abstraction by superoxide from the substrates. The biological significance of the results is discussed.
2017 ◽
Vol 2
(4)
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pp. 7-12
Keyword(s):
2019 ◽
1988 ◽
Vol 551
(1 Membrane in C)
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pp. 95-101
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2000 ◽
Vol 19
(1)
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pp. 99-105
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Keyword(s):
1958 ◽
Vol 6
(7)
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pp. 871-877
2007 ◽
Vol 1
(3)
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pp. 245-248