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Anodic Oxidation on a Boron-Doped Diamond Electrode Mediated by Methoxy Radicals†

Authors

  • Takenori Sumi,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
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  • Dr. Tsuyoshi Saitoh,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
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  • Keisuke Natsui,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
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  • Dr. Takashi Yamamoto,

    1. Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
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  • Prof. Dr. Mahito Atobe,

    1. Department of Advanced Materials Chemistry, Graduate School of Engineering, Yokohama National University, Tokiwadai 79-5, Hodogaya-ku, 240-8501 Yokohama (Japan)
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  • Prof. Dr. Yasuaki Einaga,

    Corresponding author
    1. Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
    2. JST, CREST, Hiyoshi 3-14-1, 223-8522 Yokohama (Japan)
    • Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
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  • Prof. Dr. Shigeru Nishiyama

    Corresponding author
    1. Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
    • Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, 223-8522 Yokohama (Japan)
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  • †

    Supported by a grant from the Science Research Promotion Fund from the Promotion and Mutual Aid Corporation for Private Schools of Japan from MEXT.

Abstract

original image

Direct evidence: The existence of methoxy radical species formed during an anodic oxidation in MeOH on a boron-doped diamond (BDD) electrode was confirmed by ESR spectroscopy. Effective production of a neolignan, licarin A, was accomplished by the BDD-mediated anodic oxidation protocol (see picture).

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Article Information

DOI

10.1002/anie.201200878

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Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

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Keywords

  • boron-doped diamond electrode;
  • electrochemistry;
  • electrosynthesis;
  • radicals

Publication History

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  • Manuscript Received:

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  • MEXT

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