Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines
Sho Yamaguchi, Daiki Kiyohira, Kohei Tada, Taiki Kawakami, Akira Miura, Takato Mitsudome, Tomoo Mizugaki
Abstract
Abstract Despite its unique physicochemical properties, the catalytic application of nickel carbide (Ni 3 C) in organic synthesis is rare. In this study, we report well‐defined nanocrystalline Ni 3 C (nano‐Ni 3 C) as a highly active catalyst for the selective hydrogenation of nitriles to primary amines. The activity of the aluminum‐oxide‐supported nano‐Ni 3 C (nano‐Ni 3 C/Al 2 O 3 ) catalyst surpasses that of Ni nanoparticles. Various aromatic and aliphatic nitriles and dinitriles were successfully converted to the corresponding primary amines under mild conditions (1 bar H 2 pressure). Furthermore, the nano‐Ni 3 C/Al 2 O 3 catalyst was reusable and applicable to gram‐scale experiments. Density functional theory calculations suggest the formation of polar hydrogen species on the nano‐Ni 3 C surface, which were attributed to the high activity of nano‐Ni 3 C towards nitrile hydrogenation. This study demonstrates the utility of metal carbides as a new class of catalysts for liquid‐phase organic reactions.