Electrolytic Conversion of Nitro Compounds into Amines in a Membrane Reactor.


Journal

Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056

Informations de publication

Date de publication:
01 Oct 2024
Historique:
medline: 3 10 2024
pubmed: 3 10 2024
entrez: 1 10 2024
Statut: aheadofprint

Résumé

Aromatic and aliphatic amines are key intermediates in the synthesis of pharmaceuticals, dyes, and agrochemicals. These amines are often sourced from nitro compounds. The hydrogenation of nitro compounds into amines requires harsh reaction conditions (e.g., high pressures and high temperatures) or additives that are usually toxic. Here we demonstrate the electrochemically-driven hydrogenation of nitro compounds into amines in the hydrogenation compartment of a membrane reactor. The hydrogen is sourced from water in an adjacent electrolysis compartment separated by a hydrogen-permeable palladium membrane. Modifications of the palladium membrane with catalyst coatings enabled a wide range of commercially relevant nitro compounds to be hydrogenated into amines, without any additives, at ambient pressure and room temperature. This membrane reactor also enables nitro hydrogenation at high reagent concentrations with high functional group tolerance.

Identifiants

pubmed: 39353136
doi: 10.1021/jacs.4c07847
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Arijit Singha Hazari (A)

Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.

Marvin L Frisch (ML)

Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.

Yunzhou Wen (Y)

Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.

Mia D Stankovic (MD)

Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.

Curtis P Berlinguette (CP)

Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.
Department of Chemical and Biological Engineering, The University of British Columbia, 2360 East Mall, Vancouver, British Columbia V6T 1Z3, Canada.
Stewart Blusson Quantum Matter Institute, The University of British Columbia, 2355 East Mall, Vancouver, British Columbia V6T 1Z4, Canada.
Canadian Institute for Advanced Research (CIFAR), 661 University Avenue, Toronto, Ontario M5G 1M1, Canada.

Classifications MeSH