4.8 Article

Core-Shell Nano-Cobalt Catalyzed Chemoselective Reduction of N-Heteroarenes with Ammonia Borane

Journal

CHEMSUSCHEM
Volume 15, Issue 23, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202201522

Keywords

ammonia borane; chemoselective reduction; cobalt catalysis; N-heteroarene; tetrahydroquinoline

Funding

  1. National Natural Science Foundation of China [22001086]
  2. Fundamental Research Funds for the Central Universities [HUST 2020kfyXJJS094]
  3. State Key Laboratory of Natural and Biomimetic Drugs, Peking University [K202011]
  4. Innovation and Talent Recruitment Base of New Energy Chemistry and Device [B21003]

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An easily prepared core-shell heterogeneous nanocobalt catalyst was developed for the selective reduction of N-heteroarenes under mild conditions and ambient atmosphere. The catalyst showed high selectivity and efficiency in hydrogenating various derivatives. It also demonstrated good tolerance towards substrates with sensitive functional groups, and could be applied in liquid organic hydrogen storage system.
An easily prepared core-shell heterogeneous nanocobalt catalyst was reported, which could achieve selective reduction of N-heteroarenes with ammonia borane under mild conditions and ambient atmosphere. Various quinoline, quinoxaline, naphthyridine, isoquinoline, acridine, and phenanthroline derivatives were hydrogenated with high selectivity and efficiency. Notably, substrates bearing sensitive functional groups under molecular hydrogen reduction conditions, such as cyano, ester, and halogens were well tolerated by the catalytic system. Moreover, with our novel method several bioactive molecules were prepared. Also, this catalyst could be applied in the liquid organic hydrogen storage system by reversible hydrogenation and dehydrogenation of heteroarene in high efficiencies.

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