N-Methylephedrium Salts as Chiral Surfactants for Asymmetric Hydrogenation in Neat Water with Rhodium(0) Nanocatalysts

Authors

  • Elodie Guyonnet Bilé,

    1. Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, Avenue du Général Leclerc, CS 50837, 35708 Rennes Cedex 7 (France), Fax: (+33) 02 23 23 80 46
    2. Université Européenne de Bretagne
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  • Dr. Audrey Denicourt-Nowicki,

    Corresponding author
    1. Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, Avenue du Général Leclerc, CS 50837, 35708 Rennes Cedex 7 (France), Fax: (+33) 02 23 23 80 46
    2. Université Européenne de Bretagne
    • Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, Avenue du Général Leclerc, CS 50837, 35708 Rennes Cedex 7 (France), Fax: (+33) 02 23 23 80 46
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  • Rita Sassine,

    1. UPMC Paris 06, Laboratoire de Réactivité de Surface (LRS), CNRS, UMR 7197, 4 Place Jussieu, 75252 Paris Cedex 05 (France)
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  • Patricia Beaunier,

    1. UPMC Paris 06, Laboratoire de Réactivité de Surface (LRS), CNRS, UMR 7197, 4 Place Jussieu, 75252 Paris Cedex 05 (France)
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  • Franck Launay,

    1. UPMC Paris 06, Laboratoire de Réactivité de Surface (LRS), CNRS, UMR 7197, 4 Place Jussieu, 75252 Paris Cedex 05 (France)
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  • Prof. Alain Roucoux

    Corresponding author
    1. Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, Avenue du Général Leclerc, CS 50837, 35708 Rennes Cedex 7 (France), Fax: (+33) 02 23 23 80 46
    2. Université Européenne de Bretagne
    • Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, Avenue du Général Leclerc, CS 50837, 35708 Rennes Cedex 7 (France), Fax: (+33) 02 23 23 80 46
    Search for more papers by this author

Abstract

original image

A new family of chiral surfactants derived from N-methylephedrine possessing different counter-ions (Br, equation image, (S)-(−)-lactate) is easily prepared and used as efficient protective agents of rhodium(0) nanoparticles. The resulting, well-characterized materials prove to be active catalysts in the hydrogenation of ethylpyruvate in neat water, with modest enantiomeric excesses.

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