Hf4+-exchanged montmorillonite-boosted Pd-catalyzed reductive aminolysis of aryl ethers to efficiently synthesize cyclohexylamines

The construction of N-substituted amines from biomass-derived aryl ethers via reductive aminolysis is an emerging and highly attractive strategy for biomass valorization. However, realizing this transformation remains a great challenge over heterogeneous catalysts at a low H2 pressure. Herein, we de...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2023-03, Vol.25 (6), p.2318-2326
Main Authors: Jiao, Xu, Zheng, Bingxiao, Song, Jinliang, Wu, Haihong, Mei, Xuelei, Zhang, Kaili, Han, Wanying, Li, Chunyu, He, Mingyuan, Han, Buxing
Format: Article
Language:English
Subjects:
Acidity
Additives
Amines
Aromatic compounds
Biomass
Catalysts
Direct reduction
Electron density
Ethers
Green chemistry
Montmorillonite
Nanoparticles
Palladium
Pressure
Substitutes
Substrates
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Summary:The construction of N-substituted amines from biomass-derived aryl ethers via reductive aminolysis is an emerging and highly attractive strategy for biomass valorization. However, realizing this transformation remains a great challenge over heterogeneous catalysts at a low H2 pressure. Herein, we designed Hf-exchanged montmorillonite supported Pd nanoparticles (Pd/Hf-MMT) as a functional heterogeneous catalyst. Very interestingly, the fabricated Pd/Hf-MMT was highly efficient for the direct reductive aminolysis of aryl ethers with amines to synthesize various N-cyclohexyl-substituted amines at a low H2 pressure of 0.3 MPa without using any homogeneous acidic additives. Systematic investigations revealed that the strong acidity of Hf-MMT and the lower electron density of metallic Pd synergistically resulted in the excellent activity of Pd/Hf-MMT. Notably, the Pd/Hf-MMT catalyst has great potential for practical applications because of some obvious advantages, such as low H2 pressure, the heterogeneous nature, high efficiency, and broad substrate scope.
ISSN:1463-9262
1463-9270
DOI:10.1039/d2gc04130h