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Chemoselective Hydrogenolysis of Tetrahydropyran-2-methanol to 1,6-Hexanediol over Rhenium-Modified Carbon-Supported Rhodium Catalysts

Authors

  • Kaiyou Chen,

    1. Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1, Tennodai, Tsukuba, Ibaraki 305-8573 (Japan), Fax:(+81) 29-853-5030
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  • Shuichi Koso,

    1. Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1, Tennodai, Tsukuba, Ibaraki 305-8573 (Japan), Fax:(+81) 29-853-5030
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  • Takeshi Kubota Prof. Dr.,

    1. Department of Materials Science, Shimane University, 1060 Nishikawatsu, Matsue 690-8504 (Japan)
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  • Yoshinao Nakagawa Dr.,

    1. Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1, Tennodai, Tsukuba, Ibaraki 305-8573 (Japan), Fax:(+81) 29-853-5030
    2. International Center for Materials Nanoarchitectonics Satellite (MANA), National Institute of Materials Science (NIMS) and University of Tsukuba, 1-1-1, Tennodai, Tsukuba, Ibaraki 305-8573 (Japan)
    3. Present address: School of Engineering, Tohoku University, 6-6-07, Aoba, Aramaki, Aoba-ku, Sendai 980-8579 (Japan)
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  • Keiichi Tomishige Prof. Dr.

    1. Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1, Tennodai, Tsukuba, Ibaraki 305-8573 (Japan), Fax:(+81) 29-853-5030
    2. International Center for Materials Nanoarchitectonics Satellite (MANA), National Institute of Materials Science (NIMS) and University of Tsukuba, 1-1-1, Tennodai, Tsukuba, Ibaraki 305-8573 (Japan)
    3. Present address: School of Engineering, Tohoku University, 6-6-07, Aoba, Aramaki, Aoba-ku, Sendai 980-8579 (Japan)
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Abstract

Modification of Rh/C with Re species enabled chemoselective hydrogenolysis of tetrahydropyran-2-methanol to 1,6-hexanediol. In particular, the Rh–ReOx/C (Re/Rh ratio=0.25) catalyst gave a high yield of 1,6-hexanediol (84 %) and showed a very low activity for overhydrogenolysis to 1-hexanol. Using the same catalyst in the hydrogenolysis of tetrahydrofurfuryl alcohol also gave a high yield of 1,5-pentanediol (94 %). Characterization results indicate the formation of ReOxclusters attached on the surface of Rh metal particles. This can cause the synergy between ReOxand Rh, and the tetrahydropyran-2-methanol hydrogenolysis proceeds on the interface between Rh metal surface and attached ReOxspecies.

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