Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines

Yamaguchi, Sho; Kiyohira, Daiki; Tada, Kohei; Kawakami, Taiki; Miura, Akira; Mitsudome, Takato; Mizugaki, Tomoo

doi:https://doi.org/10.1002/chem.202303573

Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines

Yamaguchi, Sho; Kiyohira, Daiki; Tada, Kohei et al.

Chemistry - A European Journal, 2024, 30(13), e202303573

Number of Access:829（2025-08-14 03:15 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/95263

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Title	Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines
Creator	NRID 1000050700150 1000050700150 researchmap permalink 7000018077 7000018077 Scopus Author ID 56424690000 56424690000 CreatorName Yamaguchi, Sho
	CreatorName Kiyohira, Daiki
	NRID 1000070805621 1000070805621 researchmap permalink kohei-tada kohei-tada CreatorName Tada, Kohei
	CreatorName Kawakami, Taiki
	NRID 1000010603201 1000010603201 CreatorName Miura, Akira
	NRID 1000000437360 1000000437360 ORCID 0000-0003-3071-8243 0000-0003-3071-8243 researchmap permalink read0107411 read0107411 Scopus Author ID 11240122700 11240122700 CreatorName Mitsudome, Takato
	NRID 1000050314406 1000050314406 ORCID 0000-0001-5701-7530 0000-0001-5701-7530 researchmap permalink read0054694 read0054694 Scopus Author ID 7003481890 7003481890 CreatorName Mizugaki, Tomoo
Subject	amine
	heterogeneous catalyst
	hydrogenation
	nickel carbide
	nitrile
Description	Yamaguchi S., Kiyohira D., Tada K., et al. Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines. Chemistry - A European Journal 30, e202303573 (2024); https://doi.org/10.1002/chem.202303573.
Abstract	Despite its unique physicochemical properties, the catalytic application of nickel carbide (Ni3C) in organic synthesis is rare. In this study, we report well-defined nanocrystalline Ni3C (nano-Ni3C) as a highly active catalyst for the selective hydrogenation of nitriles to primary amines. The activity of the aluminum-oxide-supported nano-Ni3C (nano-Ni3C/Al2O3) 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 H2 pressure). Furthermore, the nano-Ni3C/Al2O3 catalyst was reusable and applicable to gram-scale experiments. Density functional theory calculations suggest the formation of polar hydrogen species on the nano-Ni3C surface, which were attributed to the high activity of nano-Ni3C towards nitrile hydrogenation. This study demonstrates the utility of metal carbides as a new class of catalysts for liquid-phase organic reactions.
Publisher	John Wiley and Sons Inc
Source Title	Chemistry - A European Journal
Volume (Issue)	30(13)
Page	e202303573
Date of Issued	2024-03-01
Language	English
Handle URL	https://hdl.handle.net/11094/95263
PISSN	09476539
eISSN	15213765
Relation.isIdenticalTo	DOI (Publisher Version) https://doi.org/10.1002/chem.202303573
Access Rights	open access
CopyRight	This article is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
oaire:version	Version of Record
Category	学術雑誌論文 Journal Article

Resource Type	journal article
Local Type	Journal Article
DCMI Type	Text
DCTERMS.bibliographicCitation	Chemistry - A European Journal. 2024, 30(13), p. e202303573
DC.title	Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines
DC.creator	Yamaguchi, Sho
	Kiyohira, Daiki
	Tada, Kohei
	Kawakami, Taiki
	Miura, Akira
	Mitsudome, Takato
	Mizugaki, Tomoo
DC.publisher	John Wiley and Sons Inc
DC.language' scheme='DCTERMS.RFC1766	English
DC.type' scheme='DCTERMS.DCMIType	Text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2024-03-01
DC.identifier	https://doi.org/10.1002/chem.202303573
DC.subject	amine
	heterogeneous catalyst
	hydrogenation
	nickel carbide
	nitrile
DC.description	Yamaguchi S., Kiyohira D., Tada K., et al. Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines. Chemistry - A European Journal 30, e202303573 (2024); https://doi.org/10.1002/chem.202303573.
DCTERMS.abstract	Despite its unique physicochemical properties, the catalytic application of nickel carbide (Ni3C) in organic synthesis is rare. In this study, we report well-defined nanocrystalline Ni3C (nano-Ni3C) as a highly active catalyst for the selective hydrogenation of nitriles to primary amines. The activity of the aluminum-oxide-supported nano-Ni3C (nano-Ni3C/Al2O3) 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 H2 pressure). Furthermore, the nano-Ni3C/Al2O3 catalyst was reusable and applicable to gram-scale experiments. Density functional theory calculations suggest the formation of polar hydrogen species on the nano-Ni3C surface, which were attributed to the high activity of nano-Ni3C towards nitrile hydrogenation. This study demonstrates the utility of metal carbides as a new class of catalysts for liquid-phase organic reactions.
DC.rights	This article is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
DC.format	95263
citation_title	Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines
citation_author	Yamaguchi, Sho
	Kiyohira, Daiki
	Tada, Kohei
	Kawakami, Taiki
	Miura, Akira
	Mitsudome, Takato
	Mizugaki, Tomoo
citation_publisher	John Wiley and Sons Inc
citation_language	English
citation_date	2024-03-01
citation_journal_title	Chemistry - A European Journal
citation_volume	30
citation_issue	13
citation_firstpage	e202303573
citation_doi	https://doi.org/10.1002/chem.202303573
citation_public_url	https://hdl.handle.net/11094/95263

Nickel Carbide Nanoparticle Catalyst for Selective Hydrogenation of Nitriles to Primary Amines

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