Asymmetric Hydrogenation of Ketones Using MSN-Supported Ruthenium
Catalysts

doi:10.1055/s-0028-1083402

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Synfacts 2008(11): 1230-1230
DOI: 10.1055/s-0028-1083402

Polymer-Supported Synthesis

Asymmetric Hydrogenation of Ketones Using MSN-Supported Ruthenium Catalysts

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
D. J. Mihalcik, W. Lin*
University of North Carolina, Chapel Hill, USA

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Publication History

Publication Date:
23 October 2008 (online)

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Significance

Mesoporous silica nanosphere (MSN) supported Ru complexes were developed and found to be effective catalysts for asymmetric hydrogenation of ketones. Thus, the reaction of chiral diphosphines 1a-c with [{RuCl₂(p-cymene)}₂] followed by treatment with chiral 1,2-cyclohexanediamine having propyltriethoxysilane gave chiral Ru complexes 3a-c, which were grafted onto MSN-48 by refluxing in toluene to afford MSN-48-immobilized Ru complexes 4a-c. Asymmetric hydrogenation of acetophenone was carried out under H₂ in the presence of 1 mol% of Ru 4a and KOt-Bu to give 1-phenylethanol in 99% conversion yield with 61% ee.