
TY  - JOUR
A1  - Wilkinson, BD 
A1  - Happer, DAR 
T1  - The reductive halogenation of aromatic azo compounds
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1975
VL  - 28
IS  - 10
SP  - 2327
EP  - 2332
KW  - 
UR  - https://doi.org/10.1071/CH9752327 
N2  - The conversion of compounds of the type Ar-N=N-Y into p-X-ArNHNHY by the reaction with hydrogen halides has been re-examined and has been found to be not as general a reaction as expected. The most likely mechanism is one involving nucleophilic addition of halide ion to the aromatic nucleus at the position para to the azo group, this being facilitated by the strong -R character of the -N=N-YH+ substituent. This addition is made essentially irreversible by a series of prototropic shifts resulting in the formation of a stable hydrazo compound. 
ER  -

