Direct Oxygenation of Benzene to Phenol Using Quinolinium Ions as Homogeneous Photocatalysts

Authors

  • Dr. Kei Ohkubo,

    1. Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA (JST), Suita, Osaka 565-0871 (Japan)
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  • Takaki Kobayashi,

    1. Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA (JST), Suita, Osaka 565-0871 (Japan)
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  • Prof. Dr. Shunichi Fukuzumi

    Corresponding author
    1. Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA (JST), Suita, Osaka 565-0871 (Japan)
    2. Department of Bioinspired Science, Ewha Womans University, Seoul 120-750 (Korea)
    • Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA (JST), Suita, Osaka 565-0871 (Japan)
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  • This work was supported by the Ministry of Education, Culture, Sports, Science and Technology (Japan) with a Grant-in-Aid (grant number 20108010 to S.F. and 23750014 to K.O.) and a Global COE program, “The Global Education and Research Center for Bio-Environmental Chemistry” and by the KOSEF/MEST through the WCU project (R31-2008-000-10010-0), Korea.

Abstract

original image

Photocatalytic oxygenation of benzene with oxygen and water to phenol has been achieved under ambient conditions by using the 3-cyano-1-methylquinolinium ion as a photocatalyst (see picture). The mechanism was clarified by detecting the π-dimer benzene radical cation produced by photoinduced electron transfer from benzene to the photocatalyst, and by monitoring the reaction of the radical cations with water molecules.

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