4.6 Article

Supported Palladium Nanoparticles that Catalyze Aminocarbonylation of Aryl Halides with Amines using Oxalic Acid as a Sustainable CO Source

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 16, Pages 4067-4071

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201900271

Keywords

amides; isoindolinones; nanoparticles; oxalic acid; palladium

Funding

  1. DST Nano Mission Project [SR/NM/NS-1340/2014]
  2. CSIR
  3. UGC, New Delhi

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Polystyrene-supported palladium (Pd@PS) nanoparticles (NPs) have been used to catalyze the aminocarbonylation of aryl halides with amines using oxalic acid as a CO source for the first-time for the synthesis of amides. Furthermore, o-iodoacetophenones participated in amidation and cyclization reactions to give isoindolinones in a single step following a concerted approach. Oxalic acid has been used as a safe, environmentally benign and operationally simple ex situ sustainable CO source under double-layer-vial (DLV) system for different aminocarbonylation reactions. Catalyst stability under a CO environment is a challenging task, however, Pd@PS was found to be recyclable and applicable for a vast substrate scope avoiding regeneration steps. Easy handling of oxalic acid, additive and base-free CO generation, catalyst stability and effortless catalyst separation from the reaction mixture by filtration and introduce of DLV are the added advantages to make the overall process a sustainable approach.

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