Reactivity of Electrogenerated Superoxide Ion. I. Autoxidation of 9,10-Dihydroanthracene

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  • Tezuka Meguru
    Department of Industrial Chemistry, Faculty of Engineering, The University of Tokyo
  • Ohkatsu Yasukazu
    Department of Industrial Chemistry, Faculty of Engineering, The University of Tokyo
  • Osa Tetsuo
    Department of Industrial Chemistry, Faculty of Engineering, The University of Tokyo

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The superoxide ion, which was generated by means of electroreduction of the oxygen molecule dissolved in pyridine, abstracted the labile hydrogen from 9,10-dihydroanthracene and yielded anthraquinone and anthracene as the final products. From the products and their kinetics, the reaction was proposed to be a radical-chain autoxidation. Reactions with some other hydrocarbons were also carried out. The addition of ferrous or cobaltous phthalocyanine to the reaction system resulted in the increase of the reaction rate. A discussion of the effects led to the postulation of the intermediate formation of the superoxide ion-metal phthalocyanine complex.

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