Intramolecular Hydroamination Reactions Catalyzed by Neutral and Cationic Group IV Pyridylamido Complexes

Authors

  • Dr. Lapo Luconi,

    1. Institute of Chemistry of OrganoMetallic Compounds ICCOM-CNR, Via Madonna del Piano, 10–50019, Sesto F.no., Florence (Italy)
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  • Dr. Andrea Rossin,

    1. Institute of Chemistry of OrganoMetallic Compounds ICCOM-CNR, Via Madonna del Piano, 10–50019, Sesto F.no., Florence (Italy)
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  • Dr. Giulia Tuci,

    1. Institute of Chemistry of OrganoMetallic Compounds ICCOM-CNR, Via Madonna del Piano, 10–50019, Sesto F.no., Florence (Italy)
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  • Stéphane Germain,

    1. Equipe de Catalyse Moleculaire, Univ Paris-Sud, ICMMO, UMR 8182, Orsay, F-91405 (France)
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  • Dr. Emmanuelle Schulz,

    1. Equipe de Catalyse Moleculaire, Univ Paris-Sud, ICMMO, UMR 8182, Orsay, F-91405 (France)
    2. CNRS, Orsay, F-91405 (France)
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  • Dr. Jérôme Hannedouche,

    Corresponding author
    1. Equipe de Catalyse Moleculaire, Univ Paris-Sud, ICMMO, UMR 8182, Orsay, F-91405 (France)
    2. CNRS, Orsay, F-91405 (France)
    • Equipe de Catalyse Moleculaire, Univ Paris-Sud, ICMMO, UMR 8182, Orsay, F-91405 (France)
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  • Dr. Giuliano Giambastiani

    Corresponding author
    1. Institute of Chemistry of OrganoMetallic Compounds ICCOM-CNR, Via Madonna del Piano, 10–50019, Sesto F.no., Florence (Italy)
    • Institute of Chemistry of OrganoMetallic Compounds ICCOM-CNR, Via Madonna del Piano, 10–50019, Sesto F.no., Florence (Italy)
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Abstract

ZrIV and HfIV benzyl (neutral or cationic) and amido catalysts stabilized by pyridylamido ligands are found to be good candidates for the intramolecular hydroamination/cyclization of primary and secondary aminoalkenes. In particular, cationic monobenzyl derivatives have shown remarkable catalytic activity for the production of five and six-membered N-containing heterocycles from secondary amino alkenes. In addition, ZrIV and HfIV amido derivatives that are produced by a temperature-controlled prototropic rearrangement have provided evidence of the central role played by the metal coordination sphere in promoting such catalytic transformations efficiently.

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