
TY  - JOUR
A1  - Badger, GM 
A1  - Jamieson, NC 
A1  - Lewis, GE 
T1  - Photochemical reactions of azo compounds. IV. Further photochemical cyclodehydrogenations
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1965
VL  - 18
IS  - 2
SP  - 190
EP  - 198
KW  - 
UR  - https://doi.org/10.1071/CH9650190 
N2  - 1,1'-, 1,2'-, 2,2'-Azonaphthalenes, and 2-phenylazonaphthalene are not cyclized photochemically under conditions in which azobenzene is converted into benzo[c]cinnoline and benzidine; but 1-phenylazonaphthalene has been shown to give naphtho[1,2-c]cinnoline, and 4-phenylazobenzene gave 2-phenylbenzo[c]cinnoline. Although 4-styrylazobenzene showed some evidence of cyclization, the reaction was extremely slow and was accompanied by considerable decomposition. 4-Phenylezoazobenzene was cleaved by sulphuric acid, and no cyclized product was obtained. Irradiation of 4,4'-bis(phenylazo)biphenyl gave two cleavage products, and two benzo[c]cinnoline derivatives. Simultaneous reduction and oxidation apparently occurred within the same molecule. 
ER  -

