Ambient‐Temperature Reductive Amination of 5‐Hydroxymethylfurfural Over Al2O3‐Supported Carbon‐Doped Nickel Catalyst

An efficient catalytic system for the conversion of 5‐hydroxymethylfurfural (HMF) into N‐containing compounds over low‐cost non‐noble‐metal catalysts is preferable, but it is challenging to reach high conversion and selectivity under mild conditions. Herein, an Al2O3‐supported carbon‐doped Ni cataly...

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Published inChemSusChem Vol. 15; no. 13
Main Authors Hu, Qizhi, Jiang, Shi, Wu, Yue, Xu, Hongzhong, Li, Guoqing, Zhou, Yu, Wang, Jun
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 07.07.2022
Subjects
5-hydroxymethylfurfural
Aluminum oxide
Ambient temperature
Amines
Ammonia
Ammonolysis
Carbon
Carbonyl compounds
Carbonyls
Catalysts
Catalytic converters
Conversion
heterogeneous catalysis
Hydroxymethylfurfural
nickel
Pyrolysis
reductive amination
Selectivity
Synergistic effect
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Summary:An efficient catalytic system for the conversion of 5‐hydroxymethylfurfural (HMF) into N‐containing compounds over low‐cost non‐noble‐metal catalysts is preferable, but it is challenging to reach high conversion and selectivity under mild conditions. Herein, an Al2O3‐supported carbon‐doped Ni catalyst was obtained via the direct pyrolysis‐reduction of a mixture of Ni3(BTC)2 ⋅ 12H2O and Al2O3, generating stable Ni0 species due to the presence of carbon residue. A high yield of 96 % was observed in the reductive amination of HMF into 5‐hydroxymethyl furfurylamine (HMFA) with ammonia and hydrogen at ambient temperature. The catalyst was recyclable and could be applied to the ambient‐temperature synthesis of HMF‐based secondary/tertiary amines and other biomass‐derived amines from the carbonyl compounds. The significant performance was attributable to the synergistic effect of Ni0 species and acidic property of the support Al2O3, which promoted the selective ammonolysis of the imine intermediate while inhibiting the potential side reaction of over‐hydrogenation. Reductive amination: Highly active and stable alumina‐supported carbon‐doped Ni nanoparticles are fabricated via a facile one‐step pyrolysis‐reduction strategy and achieve the reductive amination of 5‐hydroxymethylfurfural into primary amine with ammonia and hydrogen at ambient temperature.
Bibliography:These two authors contributed equally to this work.
ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.202200192