25308-58-1Relevant articles and documents
Wang,Grubbs
, p. 534,535 (1977)
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Akiyama,S. et al.
, p. 1826 - 1829 (1962)
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Photoisomerization and Photocyclization Reactions of 1-Styrylanthracene
Karatsu, Takashi,Kitamura, Akihide,Zeng, Hualing,Arai, Tatsuo,Sakuragi, Hirochika,Tokumaru, Katsumi
, p. 920 - 928 (2007/10/02)
On triplet sensitization, 1-styrylanthracene (1SA) undergoes adiabatic cis->trans one-way isomerization (3c*->3t*) similarly to 2-anthrylethylenes.However, upon direct irradiation, cis-1SA in the singlet excited state mostly undergoes cyclization to a dihydrophenanthrene-type product (DHP), 4a,4b-dihydrobenzochrysene, competing with an inefficient intersystem crossing to 3c* followed by one-way isomerization.The produced DHP, in deaerated benzene, is reverted to cis-1SA by a thermal (Ea = 14.9 kcal mol-1) or a photochemical pathway; however, under an oxygenated atmosphere DHP gives benzochrysene.A failure in the production of a cyclized product upon the excitation of trans-1SA shows that the isomerization really takes place in a one-way fashion.
