
TY  - JOUR
A1  - Dickson, NJ 
A1  - Dyall, LK 
T1  - Pyrolysis of aryl azides. V. Characterization of phenylazo, benzoyl and formyl as neighbouring groups
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1980
VL  - 33
IS  - 1
SP  - 91
EP  - 99
KW  - 
UR  - https://doi.org/10.1071/CH9800091 
N2  - The enhancements of thermolysis rate of azidobenzene produced by ortho phenylazo, benzoyl and substituents are 21180, 70.0 and 22.8 at 393.2 K (decalin solutions). The same ortho substituents produce much smaller enhancements (169, 8.56 and 10.7 respectively) in the pyrolysis rate of 1-azido-2,4-dibromobenzene. These results are interpreted as steric effects on an electro-cyclic thermolysis mechanism, and are not consistent with the alternative pathway of intramolecular 1,3-dipolar addition which continues to be advocated by Hall and Dolan. 
ER  -

