Phosphine Oxide-Promoted Rh(I)-Catalyzed C-H Cyclization of Benzimidazoles with Alkenes

Molecules. 2023 Jan 11;28(2):736. doi: 10.3390/molecules28020736.

Abstract

Ligands play a critical role in promoting transition-metal-catalyzed C-H activation reactions. However, owing to high sensitivity of the reactivity of C-H activation to metal catalysts, the development of effective ligands has been a formidable challenge in the field. Rh(I)-catalyzed C-H cyclization of benzimidazoles with alkenes has been faced with low reactivity, often requiring very harsh conditions. To address this challenge, a phosphine oxide-enabled Rh(I)-Al bimetallic catalyst was developed for the reaction, significantly promoting the reactivity and allowing the reaction to run at 120 °C with up to 97% yield.

Keywords: C–H activation; benzimidazole; bimetal; phosphine oxide; rhodium.

MeSH terms

  • Alkenes
  • Benzimidazoles
  • Catalysis
  • Cyclization
  • Ligands
  • Molecular Structure
  • Oxides*
  • Rhodium*

Substances

  • Oxides
  • phosphine
  • Alkenes
  • Ligands
  • Benzimidazoles
  • Rhodium