Hydrogenation of amides to amines by heterogeneous catalysis: a review

Yang, Huiru; Garcia, Hermenegildo; Hu, Changwei

doi:10.1039/d3gc04175a

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2024

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Cited by 3 publications

References 105 publications

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Recent progress on bimetallic catalysts for the production of fuels and chemicals from biomass and plastics by hydrodeoxygenation

Liu,

Nakagawa

et al. 2024

Chinese Journal of Catalysis

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Recent progress on bimetallic catalysts for the production of fuels and chemicals from biomass and plastics by hydrodeoxygenation

Liu,

Nakagawa

et al. 2024

Chinese Journal of Catalysis

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Ligand-Functionalized Organometallic Polyoxometalate as an Efficient Catalyst Precursor for Amide Hydrogenation

Hayashi,

Momma,

Adachi

et al. 2024

ACS Org. Inorg. Au

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Amide hydrogenation is an important process for producing amines, with the development of efficient heterogeneous catalysts relying on the creation of bimetallic active sites where the two components interact synergistically. In this study, we develop a method for preparing catalysts using ligand-functionalized organometallic polyoxometalates by synthesizing a Rh−Mo organometallic polyoxometalate, [(RhCp E ) 4 Mo 4 O 16 ] (Cp E = C 5 (CH 3 ) 3 (COOC 2 H 5 ) 2 ), with Rh− O−Mo interfacial structures and ethoxycarbonyl-functionalized ligands as a catalyst precursor. The activity of supported Rh−Mo catalysts for amide hydrogenation depend on the precursor used, with [(RhCp E ) 4 Mo 4 O 16 ] showing the highest activity, followed by [(RhCp*) 4 Mo 4 O 16 ] (Cp* = C 5 (CH 3 ) 5 ), and then RhCl 3 combined with (NH 4 ) 6 [Mo 7 O 24 ]•4H 2 O. The catalyst prepared from [(RhCp E ) 4 Mo 4 O 16] effectively hydrogenates tertiary, secondary, and primary amides under mild conditions (0.8 MPa H 2 , 353−393 K), demonstrating a high activity and selectivity (conversion: 97%, selectivity: 76%) for primary amide hydrogenation under NH 3 -free conditions. Furthermore, we determine that carbonyl oxygen atoms in Cp E ligands contribute to the electrostatic interaction with Al 2 O 3 , leading to the high dispersibility of [(RhCp E ) 4 Mo 4 O 16 ] on the support. We conclude that the high efficiency of [(RhCp E ) 4 Mo 4 O 16 ] as a catalyst precursor originates from the effective formation of Rh/Mo interfacial active sites, which is assisted by the electrostatic interaction between the Cp E ligands and support.

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Easily Synthesized Self-Nitrogen Doped Carbon-Supported Nickel Bio-Based Sustainable Catalyst for Hydrogenation of Benzylamine from Benzonitrile

Liu,

Mi,

Liu

2024

Preprint

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Hydrogenation of amides to amines by heterogeneous catalysis: a review

Abstract: Amines are pivotal building blocks for a range of applications, including pharmaceuticals, polymers, agrochemicals and organic synthesis. Hydrogenation of amides using molecular hydrogen via heterogeneous catalysis is considered a promising...

Cited by 3 publications

References 105 publications

Recent progress on bimetallic catalysts for the production of fuels and chemicals from biomass and plastics by hydrodeoxygenation

Recent progress on bimetallic catalysts for the production of fuels and chemicals from biomass and plastics by hydrodeoxygenation

Ligand-Functionalized Organometallic Polyoxometalate as an Efficient Catalyst Precursor for Amide Hydrogenation

Easily Synthesized Self-Nitrogen Doped Carbon-Supported Nickel Bio-Based Sustainable Catalyst for Hydrogenation of Benzylamine from Benzonitrile

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