Influence of Pore Size in Benzoin Condensation of Furfural Using Heterogenized Benzimidazole Organocatalysts

Chemistry. 2022 Dec 27;28(72):e202202771. doi: 10.1002/chem.202202771. Epub 2022 Dec 20.

Abstract

A designed N-heterocyclic carbene (NHC) catalyst was covalently anchored on a range of mesoporous and hierarchical supports, to study the influence of pore size in the benzoin condensation of furfural. The structural and spectroscopic characteristics of the anchored catalysts were investigated, also with the help of molecular dynamics simulations, in order to rationalize the degree of stability and recyclability of the heterogenized organocatalysts. Quantitative yields (99 %) and complete recyclability were maintained after several cycles, vindicating the design rationale.

Keywords: N-heterocyclic carbene based catalysts; benzoin condensation; furfural transformation; heterogeneous catalysis; organic-inorganic hybrid catalyst.

MeSH terms

  • Benzimidazoles
  • Benzoin* / chemistry
  • Catalysis
  • Furaldehyde*
  • Molecular Dynamics Simulation

Substances

  • Furaldehyde
  • Benzoin
  • Benzimidazoles