Bulletin of the Chemical Society of Japan p. 2735 - 2742 (1986)
Update date:2022-08-16
Topics:
Hamanoue, Kumao
Nakayama, Toshihiro
Sawada, Kazuhide
Yamamoto, Yoshiaki
Hirase, Susumu
Teranishi, Hiroshi
Photolyses of α-bromoanthraquinones (1-bromo-, 1,5-dibromo- and 1,8-dibromoanthraquinones) with 366 nm light in ethanol at room temperature gave rise to the formation of debrominated 9,10-anthracenediol as a final product.This was interpreted in terms of the sequence of the formation of α-bromo-9,10-anthracenediols followed by the photochemical dehydrobromination yielding the corresponding anthraquinones with one less bromine atom than original ones.Photolysis of 2-bromoanthraquinone gave rise to the formation of 2-bromo-9,10-anthracenediol, and no dehydrobromination was observed.Combined with the values of the quantum yields of photoreduction, the results of the laser photolyses revealed that the rate constant for the hydrogen-atom abstraction from ethanol decreased as an increase of the ??* character of the lowest triplet states of a α-bromoanthraquinones.
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