
TY  - JOUR
A1  - Collin, PJ 
A1  - Sasse, WHF 
T1  - Photochemical syntheses. III. The synthesis and photo-isomerization of 1,2-Diphenyl-2a,8b-dihydrocyclobuta[a]naphthalene and some derivatives
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1971
VL  - 24
IS  - 11
SP  - 2325
EP  - 2338
KW  - 
UR  - https://doi.org/10.1071/CH9712325 
N2  - Fourteen derivatives of the naphthalene-diphenylacetylene photo-adduct (1a) have been thermally isomerized to give high yields of derivatives of 1,2-diphenyl-2a,8b-dihydrocyclobuta[a]naphthalene (1b). Of these only the 4-methoxy derivative (13b) could be rearranged to the isomeric benzocyclooctatetraene (13c). Five alkyl and one methoxy derivative of (1b) were quantitatively isomerized to derivatives of (1a) but the isomerization of the esters (10b) and (11b) gave mixtures. Photo-iso- merization of the methoxybenzocyclooctatetraene (13c) gave exclusively (13b) and (13a).     Mechanistic aspects of these reactions are discussed. 
ER  -

