Solvent effects on the photoamination of 1-amino-2,4-dibromoanthraquinone. I. Photoamination in benzene via intramolecular charge transfer excited triplet state.

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概要

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• The bromine atom at the 4 position of 1-amino-2,4-dibromoanthraquinone (<B>1</B>) was substituted by butylamine and aniline by the irradiation of visible light. In ethanol the dissolved oxygen promoted the reaction and anthracene, a triplet quencher, had little effect. In benzene, the dissolved oxygen retarded the reaction and anthracene had a considerable quenching effect. Kinetic analysis indicated that in ethanol the photoamination of <B>1</B> proceeds mainly through the interaction of <B>1</B> in S<SUB>1</SUB>(<SUP>1</SUP>CT) with the ground state oxygen, while in benzene it does through the T<SUB>1</SUB>(<SUP>3</SUP>CT) of <B>1</B> without the aid of oxygen. The detailed reaction mechanism in benzene has been discussed and the rate constant of each process including the deactivation constant of the upper excited T<SUB>2</SUB>(<SUP>3</SUP>nπ<SUP>*</SUP>) level evaluated.

• 公益社団法人 日本化学会の論文

著者

• Inoue Haruo

  Department Of Applied Chemistry Graduate Course Of Engineering Tokyo Metropolitan University

• Hida Mitsuhiko

  Department of Industrial Chemistry, Faculty of Engineering, Tokyo Metropolitan University

• Inoue Haruo

  Department of Industrial Chemistry, Faculty of Technology, Tokyo Metropolitan University

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