Magnetically Recoverable Nanoparticles: Highly Efficient Catalysts for Asymmetric Transfer Hydrogenation of Aromatic Ketones in Aqueous Medium

Authors

  • Guohua Liu,

    Corresponding author
    1. The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
    • The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
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  • Hongyuan Gu,

    1. The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
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  • Yunqiang Sun,

    1. The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
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  • Jie Long,

    1. The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
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  • Yulong Xu,

    1. The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
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  • Hexing Li

    Corresponding author
    1. The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
    • The Key Laboratory of Resource Chemistry of Ministry of Education, College of Life and Environmental Science, Shanghai Normal University, Shanghai 200234, People's Republic of China, Fax: (+86)-21-6432-2511; phone: (+86)-21-6432-1819
    Search for more papers by this author

Abstract

Two magnetic chiral iridium and rhodium catalysts were prepared via directly postgrafting 1,2-diphenylethylenediamine-derived organic silica or 1,2-cyclohexanediamine-derived organic silica onto the silica-coated iron oxide nanoparticles followed by complexation with iridium(III) or rhodium(III) complexes. During the asymmetric transfer hydrogenation of aromatic ketones in aqueous medium, the magnetic chiral catalysts exhibited high catalytic activities (up to 99% conversion) and enantioselectivities (up to 92% ee). Both catalysts could be recovered easily by magnetic separation and be reused ten times without significantly affecting their catalytic activities and enantioselectivities.

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