4.6 Article

Amide Bond Formation Catalyzed by Recyclable Copper Nanoparticles Supported on Zeolite Y under Mild Conditions

Journal

CHEMCATCHEM
Volume 11, Issue 5, Pages 1487-1494

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201801858

Keywords

Copper Nanoparticles; Direct Oxidative Amidation; Heterogeneous Catalysis; Tertiary Amines

Funding

  1. Argentinian Consejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET), Argentina [PIP-2011-268]
  2. Agencia Nacional de Promocion Cientifica y Tecnologica (ANPCyT, Prest. BID), Argentina [PICT-2014-2171]
  3. Spanish Ministerio de Economia y Competitividad (MINECO), Argentina [CTQ2017-88171-P]
  4. Generalitat Valenciana (GV), Argentina [AICO/2017/007]
  5. Universidad Nacional del Sur (UNS), Argentina [PGI 24/Q072]

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A series of catalysts based on supported copper nanoparticles have been prepared and tested in the amide bond formation from tertiary amines and acid anhydrides, in the presence of tert-butyl hydroperoxide as an oxidant. Copper nanoparticles on zeolite Y (CuNPs/ZY) was found to be the most efficient catalyst for the synthesis of amides, working in acetonitrile as solvent, under ligand- and base-free conditions in air. The products were obtained in good to excellent yields and in short reaction times. The CuNPs/ZY system also exhibited higher catalytic activity than some commercially available copper and iron sources and it was reused in ten reaction cycles without any further pre-treatment. This methodology has been successfully scaled-up to a gram scale with no detriment to the yield.

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