Photochemical cis-trans isomerization of 2,4,5-triphenylimidazolines.
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概要
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Irradiation of <I>cis</I>- (amarine; I) and <I>trans</I>- (isoamarine; II) 2,4,5-triphenylimidazolines in acetonitrile or benzene gave a photostationary mixture of <I>cis</I>- and <I>trans</I>-isomers, the latter predominating over the former. On irradiation in a dilute acetone solution under the conditions that acetone absorbed most of the incident light, <I>cis</I>-<I>trans</I> isomerization occurred only with isoamarine but not with amarine. In acetone, 2,4,5-triphenylimidazole (III) was also formed. Two kinds of intermediate species for the <I>cis</I>-<I>trans</I> isomerization were proposed; imidazolinyl radicals IV and/or V formed by hydrogen abstraction with the excited state of acetone (in acetone) and a biradical or a zwitterionic species VIa formed by cleavage from the excited state of I or II (in acetonitrile or benzene). Evidences for the intermediacy of VIa are presented.
- 公益社団法人 日本化学会の論文
著者
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Matsuura Teruo
Department Of Materials Chemistry Faculty Of Science And Technology Ryukoku University
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Ito Yoshikatsu
Department Of Synthetic Chemistry & Biological Chemistry Graduate School Of Engineering Kyoto Un
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