Aerobic oxidation of NHC-catalysed aldehyde esterifications with alcohols: benzoin, not the Breslow intermediate, undergoes oxidation

Chem Commun (Camb). 2013 Jul 25;49(58):6513-5. doi: 10.1039/c3cc42597e. Epub 2013 Jun 14.

Abstract

Benzoin (and neither the Breslow intermediate nor the NHC-aldehyde tetrahedral adduct) has been unambiguously identified as the oxidised species in aerobic NHC-catalysed aldehyde esterifications.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Benzoin / chemistry*
  • Catalysis
  • Esterification
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Oxidation-Reduction

Substances

  • Aldehydes
  • carbene
  • Benzoin
  • Methane