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One-Pot Amination of Aldehydes and Ketones over Heterogeneous Catalysts for Production of Secondary Amines Review

Journal Catalysis Reviews: Science and Engineering
ISSN: 0161-4940 , E-ISSN: 1520-5703
Output data Year: 2023, Volume: 63, Number: 2, Pages: 501-568 Pages count : 68 DOI: 10.1080/01614940.2021.1942689
Tags Amination; secondary amine; heterogeneous catalyst; reaction mechanism
Authors Mäki-Arvela Päivi 1 , Simakova Irina L. 2 , Murzin Dmitry Yu. 1
Affiliations
1 Laboratory of Industrial Chemistry and Reaction Engineering, Johan Gadolin Process Chemistry Centre, Åbo Akademi University, Turku, Finland
2 Boreskov Institute of Catalysis, Novosibirsk, Russia

Funding (1)

1 Ministry of Science and Higher Education of the Russian Federation 0239-2021-0008

Abstract: This review summarizes the recent studies on the synthesis of secondary amines by one-pot amination of aldehydes and ketones over heterogeneous catalysts. Amines are widely applied as the key intermediates in chemical industry for the synthesis of various commodities such as agrochemicals, drugs, detergents, lubricants, food-additives and polymers. Direct catalytic reductive amination of carbonyl compounds was considered which generally includes two steps: (i) formation of imines by interactions of aldehydes or ketones with amines, and (ii) subsequent hydrogenation of imines. Synthesis of secondary amines from carbonyl compounds and amines generated in situ under reaction conditions from their progenitors, e.g., respectively, alcohols or nitro-compounds, is also discussed in detail. Recent progress in application of hydrogen sources alternative to gaseous H2, such as formic acid, NaBH4, CO and water, favored development of metal-free catalysts including solid acid catalysts. The review addresses the scope of the amination reaction with aldehydes/ketones and nitro/amine compounds of different structure, the effect of the solvent, reaction conditions and catalyst properties. In addition, catalyst regeneration and reuse, kinetic regularities and kinetic modeling with an emphasis on the continuous mode of one-pot amination have been systematically summarized and discussed. It is suggested that the future work should focus on revealing the role of the catalytically active sites addressing their acid–base properties and the correlation between catalyst properties and the reaction performance, elucidating kinetic parameters and designing feasible reactor system for further industrial implementation.
Cite: Mäki-Arvela P. , Simakova I.L. , Murzin D.Y.
One-Pot Amination of Aldehydes and Ketones over Heterogeneous Catalysts for Production of Secondary Amines
Catalysis Reviews: Science and Engineering. 2023. V.63. N2. P.501-568. DOI: 10.1080/01614940.2021.1942689 WOS Scopus РИНЦ AN OpenAlex
Dates:
Published online: Sep 1, 2021
Published print: Apr 3, 2023
Identifiers:
Web of science: WOS:000692336400001
Scopus: 2-s2.0-85114016652
Elibrary: 46973577
Chemical Abstracts: 2021:1933440
OpenAlex: W3198461474
Citing:
DB Citing
Web of science 21
Scopus 20
Elibrary 16
OpenAlex 21
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