
TY  - JOUR
A1  - Crank, G 
A1  - Makin, MIH 
T1  - Oxidations of aromatic amines by superoxide ion
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1984
VL  - 37
IS  - 4
SP  - 845
EP  - 855
KW  - 
UR  - https://doi.org/10.1071/CH9840845 
N2  - Superoxide ion acts as a mild and highly selective oxidizing agent for aromatic amines. Aniline and &#945;-naphthylamine were not oxidized, but &#946;-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. 
ER  -

