Transfer Hydrogenation of Vinyl Arenes and Aryl Acetylenes with Ammonia Borane Catalyzed by Schiff Base Cobalt(II) Complexes

Int J Mol Sci. 2024 Apr 15;25(8):4363. doi: 10.3390/ijms25084363.

Abstract

A series of bench-stable Co(II) complexes containing hydrazone Schiff base ligands were evaluated in terms of their activity and selectivity in carbon-carbon multiple bond transfer hydrogenation. These cobalt complexes, especially a Co(II) precatalyst bearing pyridine-2-yl-N(Me)N=C-(1-methyl)imidazole-2-yl ligand, activated by LiHBEt3, were successfully used in the transfer hydrogenation of substituted styrenes and phenylacetylenes with ammonia borane as a hydrogen source. Key advantages of the reported catalytic system include mild reaction conditions, high selectivity and tolerance to functional groups of substrates.

Keywords: Schiff-base ligand; alkene; alkyne; ammonia borane; cobalt catalysis; transfer hydrogenation.

MeSH terms

  • Alkynes / chemistry
  • Ammonia / chemistry
  • Boranes* / chemistry
  • Catalysis
  • Cobalt* / chemistry
  • Coordination Complexes / chemistry
  • Hydrogenation
  • Molecular Structure
  • Schiff Bases* / chemistry

Substances

  • Cobalt
  • Schiff Bases
  • Boranes
  • Coordination Complexes
  • Alkynes
  • Ammonia