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Cathode-Anode Synergy Electrosynthesis of Propanamide via a Bipolar C-N Coupling Reaction
Ming-Hao Guan1, Hao-Nan Xu1, Jin Liu1
1State Key Laboratory of Fine Chemicals, Liaoning Key Laboratory for Catalytic Conversion of Carbon Resources, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, Liaoning, China.
Abstract:
Propanamide is a crucial synthetic intermediate in pharmaceuticals for the preparation of antibacterial and anticancer drugs. Conventional synthesis of propanamide involves the reaction of carboxylic acid derivatives with amines, which requires harsh reaction conditions, leading to an unfavorable environmental footprint. Here, we present a cathode-anode synergistic electrochemical strategy to transform nitrate and n-propanol into propanamide under ambient conditions, where both the cathode catalyst Co3O4/SiC and the anode catalyst Ti contribute distinctively to the electrochemical process. The CH3CH2CHO produced at the Ti anode can diffuse and react with the adsorbed intermediate *NH2OH on the surface of the cathode catalyst to form propanamide. The synergistic reactions at both electrodes collectively enhance the efficiency of the propanamide synthesis. This design enables efficient propanamide production in a flow cell at the gram scale with a remarkable yield of 986.13 μmol/(cm2·h) at current densities of up to 650 mA/cm2. Our reports present a new option for environmentally friendly C-N bond synthesis, and the insights can be useful for the electrosynthesis of a wider scope of amides.
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