journal article·2022-01-26

Synergistic Effects of Earth-Abundant Metal–Metal Oxide Enable Reductive Amination of Carbonyls at 50 °C

Manas K. Bhunia, Debraj Chandra, Hitoshi Abe, Yasuhiro Niwa, Michikazu Hara

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Abstract

Reductive amination of carbonyls to primary amines is of importance to the synthesis of fine chemicals; however, this reaction with heterogeneous catalysts containing earth-abundant metals under mild conditions remains scarce. Here, we show that the nickel catalyst with mixed oxidation states enables such synthesis of primary amines under low temperature (50 °C) and H2 pressure (0.9 MPa). The catalyst shows activity in both water and toluene. The high activity likely results from the formation of small (ca. 4.6 nm) partially oxidized nickel nanoparticles (NPs) homogeneously anchored onto the silica and their synergistic effect. Detailed characterizations indicate stabilization of NPs through strong metal support interaction via electron donation from the metal to support. We identify that the support endowed with an amphoteric nature shows better performance. This strategy of making small metal–metal oxide NPs will open an avenue toward the rational development of efficient catalysts that would allow for other organic transformations under mild reaction conditions.
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Research context

OpenAlex topics: Asymmetric Hydrogenation and Catalysis · Nanomaterials for catalytic reactions · Catalytic Processes in Materials Science

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Tokyo Tech World Research Hub Initiative (WRHI), Institute of Innovative Research, Tokyo Institute of Technology, Nagatsuta-cho 4259, Midori-ku, Yokohama 226-8503, Japan

Institute of Materials Structure Science, High Energy Accelerator Research Organization, 1-1 Oho, Tsukuba, Ibaraki 305-0801, Japan

Department of Materials Structure Science, School of High Energy Accelerator Science, SOKENDAI (the Graduate University for Advanced Studies), 1-1 Oho, Tsukuba, Ibaraki 305-0801, Japan

Graduate School of Science and Technology, Ibaraki University, 2-1-1 Bunkyo, Mito, Ibaraki 310-8512, Japan

Laboratory for Materials and Structures, Institute of Innovative Research, Tokyo Institute of Technology, Nagatsuta-cho 4259, Midori-ku, Yokohama 226-8503, Japan

Advanced Low Carbon Technology Research and Development Program (ALCA), Japan Science and Technology Agency (JST), 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan

Funding

Japan Society for the Promotion of Science

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