Side-Chain Bromination of Diphenylmethanes, 1,2-Diphenylethanes, and 10,11-Dihydro-5H-dibenzocycloheptenes with N-Bromosuccinimide under Irradiation of a Tungsten Lamp

Article abstract of DOI:10.1246/bcsj.67.2336

The photothermal bromination of diphenylmethane and methyl derivatives with N-bromosuccinimide afforded benzophenone and (polybromomethyl)benzophenones via the hydrolysis of dibromodiphenylmethanes. 1,2-Diphenylethane and p-t-butyl derivative gave dibromostilbenes, while the o-methyl derivative afforded bis(dibromomethyl)dibromodiphenylethane. 10,11-Dihydro-5H-dibenzocycloheptene gave 9-bromodibenzocycloheptenone, which was also obtained in the bromination of 10,11-dihydro-5H-dibenzocyclohepten-5-one.