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Tandem Catalytic Acrylonitrile Cross-Metathesis and Hydrogenation of Nitriles with Ruthenium Catalysts: Direct Access to Linear α,ω-Aminoesters from Renewables

Authors

  • Dr. Xiaowei Miao,

    1. Organométalliques: Matérieux et Catalyse, Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, Campus de Beaulieu, 35042 Rennes (France)
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  • Dr. Cédric Fischmeister,

    1. Organométalliques: Matérieux et Catalyse, Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, Campus de Beaulieu, 35042 Rennes (France)
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  • Dr. Christian Bruneau,

    Corresponding author
    1. Organométalliques: Matérieux et Catalyse, Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, Campus de Beaulieu, 35042 Rennes (France)
    • Organométalliques: Matérieux et Catalyse, Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, Campus de Beaulieu, 35042 Rennes (France)
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  • Prof. Pierre H. Dixneuf,

    Corresponding author
    1. Organométalliques: Matérieux et Catalyse, Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, Campus de Beaulieu, 35042 Rennes (France)
    • Organométalliques: Matérieux et Catalyse, Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, Campus de Beaulieu, 35042 Rennes (France)
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  • Dr. Jean-Luc Dubois,

    1. ARKEMA, CRRA, BP 63 Rue Henri Moissan, 69493, Pierre Bénite (France)
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  • Dr. Jean-Luc Couturier

    1. ARKEMA, CRRA, BP 63 Rue Henri Moissan, 69493, Pierre Bénite (France)
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Abstract

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Fraternité, Solidarité & complémentarité en Catalyse: Tandem alkene cross-metathesis of acrylonitrile with long-chain alkene and hydrogenation catalysis is performed by using a single ruthenium-alkylidene catalyst precursor. The protocol allows the catalytic transformation of unsaturated fatty acids, derivatives of plant oils, into α,ω-aminoesters. A key step involves the reduction of nitrile-ester intermediates into aminoesters, the precursors of polyamides, with alkene metathesis catalyst residue under mild conditions.

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