Photochemical Reaction of 9-Cl-Acridine in Aerated and Deaerated Ethanol. I
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概要
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It was established that upon irradiation, the degassed ethanol solution of 9-chloroacridine is quickly converted into 9,9′-biacridyl by the reaction 2 (9-Cl-acridine) \overset+2H\underset(<I>h</I>ν)→ 9,9′-biacridyl+2HCl and that 9,9′-biacridyl produced is then reduced photochemically to 9,9′-biacriden as the main product. The reaction scheme completely denies the scheme previously proposed (V. Zanker and W. Flügel, Z. <I>Naturforsch.</I>, <B>19</B>(<B>b</B>), 376 (1964)) in which the primary photoproduct is a charge transfer complex between 9-Cl-acridine and its reduced form. 9,9′-biacridyl is photoreduced to an acridan-like compound even in the aerated solution perhaps <I>via</I> molecular mechanism in contrast to 9-Cl-acridine which yields acridone under similar conditions. ESR spectrum with hfs was detected in the acidic solution (degassed) containing 9,9′-biacriden produced photochemically. The mechanism of its production was discussed. Similar reactions using various solvents (aerated and deaerated) were examined and the general feature of the primary processes was described.
- 公益社団法人 日本化学会の論文
著者
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Nakamaru Katsumi
Department Of Chemistry Faculty Of Science Hirosaki University
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Koizumi Masao
Department of Chemistry Faculty of Science Tohoku University
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Niizuma Shigeya
Department of Chemistry Faculty of Science Tohoku University
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Nakamaru Katsumi
Department of Chemistry, Faculty of Science, Tohoku University
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