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Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference

Authors

  • Vincent Lavallo,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMR 2282), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Yves Canac Dr.,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMR 2282), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Carsten Präsang Dr.,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMR 2282), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Bruno Donnadieu,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMR 2282), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Guy Bertrand Dr.

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMR 2282), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • We are grateful to the NIH (R01 GM 68825) and RHODIA for financial support of this work, and to the Alexander von Humboldt Foundation (C.P.).

Abstract

original image

CAACs (cyclische (Alkyl)(amino)carbene) sind starke σ-Donoren mit drastisch von denen sperriger, elektronenreicher Phosphine (A) und cyclischer Diaminocarbene (B) abweichenden sterischen Umgebungen. Diese einfach zugänglichen Carbene sind reizvolle Katalysatorliganden, wie die erste Palladium-vermittelte α-Arylierung von Ketonen und Aldehyden mit nichtaktivierten Arylchloriden bei Raumtemperatur belegt.

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