Photocyclization reactions of aryl polyenes—II
1971; Elsevier BV; Volume: 27; Issue: 11 Linguagem: Inglês
10.1016/s0040-4020(01)91606-0
ISSN1464-5416
AutoresRoger J. Hayward, C. C. LEZNOFF,
Tópico(s)Chemistry and Stereochemistry Studies
ResumoThe photocyclization-oxidation reaction of 1-(β-naphthyl)-4-phenyl-1,3-butadiene gave 4-phenylphenanthrene and 1,2-benzopyrene. It was shown, however, that the 1,2-benzopyrene arose from a subsequent photochemical reaction of the first-formed 4-phenylphenanthrene. Irradiation of 1-(9′-phenanthryl)-4-phenyl-1,3-butadiene gave 1-phenyltriphenylene. The photocyclization-oxidation of 1-(9′-anthryl)-4-phenyl-1,3-butadiene yielded 3,4,8,9-dibenzopyrene. The formation of 3,4,8,9-dibenzopyrene is postulated to involve the intermediacy of a benzo-[10]-annulene.
Referência(s)