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Asymmetric Autocatalysis Induced by Cinnabar: Observation of the Enantioselective Adsorption of a 5-Pyrimidyl Alkanol on the Crystal Surface

Authors

  • Prof. Dr. Hitoshi Shindo,

    Corresponding author
    1. Department of Applied Chemistry, Chuo University, Kasuga, Bunkyo-ku, Tokyo 112-8551 (Japan)
    • Hitoshi Shindo, Department of Applied Chemistry, Chuo University, Kasuga, Bunkyo-ku, Tokyo 112-8551 (Japan)

      Kenso Soai, Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601 (Japan)

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  • Yusuke Shirota,

    1. Department of Applied Chemistry, Chuo University, Kasuga, Bunkyo-ku, Tokyo 112-8551 (Japan)
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  • Kaori Niki,

    1. Department of Applied Chemistry, Chuo University, Kasuga, Bunkyo-ku, Tokyo 112-8551 (Japan)
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  • Prof. Dr. Tsuneomi Kawasaki,

    1. Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601 (Japan)
    2. Research Center for Chirality, Research Institute for Science and Technology (RIST), Tokyo University of Science (Japan)
    3. Present address: Department of Materials Science and Engineering, University of Fukui, Bunkyo, Fukui, 910-8507 (Japan)
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  • Dr. Kenta Suzuki,

    1. Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601 (Japan)
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  • Yuko Araki,

    1. Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601 (Japan)
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  • Dr. Arimasa Matsumoto,

    1. Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601 (Japan)
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  • Prof. Dr. Kenso Soai

    Corresponding author
    1. Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601 (Japan)
    2. Research Center for Chirality, Research Institute for Science and Technology (RIST), Tokyo University of Science (Japan)
    • Hitoshi Shindo, Department of Applied Chemistry, Chuo University, Kasuga, Bunkyo-ku, Tokyo 112-8551 (Japan)

      Kenso Soai, Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601 (Japan)

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  • This work was supported by a Grant-in-Aid for Scientific Research from Japan Society for the Promotion of Science (JSPS) and MEXT-Supported Program for the Strategic Research Foundation at Private Universities, 2012–2016.

Abstract

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A chiral mineral, cinnabar, served as a chiral source of asymmetric autocatalysis to afford enantioenriched 5-pyrimidyl alkanol. The adsorption structures of related compounds were observed with atomic force microscopy. Enantioselective adsorption of the asymmetric autocatalyst was found in microcrystal formations at the chiral surface of cinnabar.

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