Solventless Oxidative Coupling of Amines to Imines by Using Transition-Metal-Free Metal–Organic Frameworks

Authors

  • Xuan Qiu,

    1. Key Laboratory of Fuel Cell Technology of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640 (PR China)
    Search for more papers by this author
  • Prof. Christophe Len,

    1. UTC-ESCOM, EA 4297, Transformations Integrees de la Matiere Renouvelable, Centre de Recherches de Royallieu, BP 20529, F-60205 Compiegne Cedex (France)
    Search for more papers by this author
  • Prof. Rafael Luque,

    Corresponding author
    1. Departamento de Química Orgánica, Universidad de Córdoba, Edif. Marie Curie, Ctra Nnal IVa, Km 396, E14014, Córdoba (Spain)
    • Rafael Luque, Departamento de Química Orgánica, Universidad de Córdoba, Edif. Marie Curie, Ctra Nnal IVa, Km 396, E14014, Córdoba (Spain)===

      Yingwei Li, Key Laboratory of Fuel Cell Technology of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640 (PR China)===

    Search for more papers by this author
  • Prof. Yingwei Li

    Corresponding author
    1. Key Laboratory of Fuel Cell Technology of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640 (PR China)
    • Rafael Luque, Departamento de Química Orgánica, Universidad de Córdoba, Edif. Marie Curie, Ctra Nnal IVa, Km 396, E14014, Córdoba (Spain)===

      Yingwei Li, Key Laboratory of Fuel Cell Technology of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640 (PR China)===

    Search for more papers by this author

Abstract

A highly efficient, simple, and versatile transition-metal-free metal–organic framework catalytic system is proposed for the oxidative coupling of amines to imines. The catalytic protocol features high activities and selectivities to target products; compatibility with a variety of substrates, including aliphatic amines and secondary amines; and the possibility to efficiently and selectively promote amine cross-coupling reactions. A high stability and recyclability of the catalyst is also observed under the investigated conditions. Insights into the reaction mechanism indicate the formation of a superoxide species able to efficiently promote oxidative couplings.

Ancillary