4.6 Review

Earth-abundant Metal-catalyzed Reductive Amination: Recent Advances and Prospect for Future Catalysis

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 16, Issue 17, Pages 2371-2391

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.202100473

Keywords

Earth-abundant metal; reductive amination; carbonyl compounds; amines

Funding

  1. National Key R&D Program of China [2018YFB1501500]
  2. National Natural Science Foundation of China [51976225]
  3. Dalian National Laboratory Cooperation Foundation [DNL201916]

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Transition metal-catalyzed reductive amination is an efficient method for preparing nitrogen-containing compounds, with noble metals predominately used but facing limitations due to high prices and environmental concerns. Recent research on Earth-abundant metals like Ti, Fe, and Ni has shown potential for sustainable and cost-effective processes. Developing efficient and selective catalysts using Earth-abundant metals can inspire new methods for environmentally friendly reductive amination in the pharmaceutical and chemical synthesis industries.
Nitrogen-containing compounds, as an important class of chemicals, have been used widely in pharmaceuticals, materials synthesis. Transition metal-catalyzed reductive amination of an aldehyde or a ketone with ammonia or an amine has been proved to be an efficient and practical method for the preparation of nitrogen-containing compounds in academia and industry for a century. Given the above, several effective methods using transition metals have been developed in recent years. Noble transition metals like Pd, Pt, and Au-based catalysts have been predominately used in reductive amination. Because of their high prices, strict official regulations of residues in pharmaceuticals, and deleterious effects on the biological system, their industrial applications are severely hampered. With the increasing sustainable and environmental problems, the Earth-abundant transition metals including Ti, Fe, Co, Ni, and Zr have also been investigated for the reductive amination reaction and showed great potential to the advancement of sustainable and cost-effective reductive amination processes. This critical review will mainly summarize the work using Earth-abundant metals. The effects of different transition metals used in catalytic reduction amination were discussed and compared, and some suggestions were given. The last section highlights the catalytic activities of bi- and tri-metallic catalysts. Indeed, this latter family is very promising and simultaneously benefits from increased stability, and selectivity, compared to monometallic NPs, due to synergistic substrate activation. Few comprehensive reviews focusing on Earth-abundant transition metals catalyst has been published since 1948, although several authors reported some summaries dealing with one or the other part of this aspect. It is hoped that this critical review will inspire researchers to develop new efficient and selective earth-abundant metal catalysts for highly, environmentally sustainable reductive amination methods, as well as improve the pharmaceutical industry and related chemical synthesis company traditional method with the utilization of the green method widely.

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