Photochemical reactions of phthalazine in 2-propanol.

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概要

• 論文の詳細を見る

• Phthalazine undergoes dual photoreactions to simultaneously give two photoproducts, 1,2-dihydrophthalazine (<B>1</B>) and 1,1′,2,2′-tetrahydro-1,1′-biphthalazine (<B>2</B>), upon ultraviolet light irradiation in 2-propanol under nitrogen. There occurs neither photochemical nor thermal interconversion between <B>1</B> and <B>2</B>; these compounds are formed independently from a common intermediate through different reaction pathways. The results of quenching and sensitization experiments for both the reactions and the phosphorescence emission show that the lowest excited singlet and triplet states of phthalazine participate in the formation of <B>1</B> and <B>2</B>, respectively. The observed photochemical behaviors under various conditions lead us to propose a reaction mechanism: Phthalazine is photoreduced in the S<SUB>1</SUB> state to form 1,2-dihydro-1-phthalazinyl radical. The resulting radical in a solvent cage undergoes a subsequent hydrogen abstraction to form <B>1</B>. On the other hand, the same radical produced in the T<SUB>1</SUB> state escapes from the solvent cage to cause a dimerization which affords <B>2</B>.

• 公益社団法人 日本化学会の論文

著者

• Okubo Jun

  Department Of Chemistry College Of Science And Engineering Aoyama Gakuin University

• Sakurai Tadamitsu

  Department Of Applied Chemistry Faculty Of Engineering Kanagawa University

• Inoue Hiroyasu

  Department Of Applied Chemistry Faculty Of Technology Kanagawa University

• HOSHI Toshihiko

  Department of Chemistry and Biological Science, College of Science and Engineering, Aoyama Gakuin University

• INOUE Hiroyasu

  Department of Applied Chemistry, Faculty of Technology, Kanagawa University

• Tomiyama Koichi

  Department of Applied Chemistry, Faculty of Technology, Kanagawa University

• Sano Ryo

  Department of Applied Chemistry, Faculty of Technology, Kanagawa University

• Oshio Masahiro

  Department of Applied Chemistry, Faculty of Technology, Kanagawa University

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