Improved copper(I)-NHC catalytic efficiency on huisgen reaction by addition of aromatic nitrogen donors

Chemistry. 2009 Jun 22;15(26):6322-6. doi: 10.1002/chem.200900727.

Abstract

A simple addition with a large impact: Addition of aromatic amines such as phenanthroline and 4-DMAP (4-dimethylaminopyridine) increases copper(I)-catalyzed azide alkyne cycloaddition (CuAAC) catalytic activity of [CuCl(SIMes)] at a large range of temperatures in such a way that efficient catalysis can safely take place in hydro-alcoholic solvents (see scheme).

MeSH terms

  • 4-Aminopyridine / analogs & derivatives*
  • 4-Aminopyridine / chemistry
  • Alcohols / chemistry
  • Alkynes / chemistry
  • Azides / chemistry
  • Catalysis
  • Copper / chemistry*
  • Molecular Structure
  • Nitrogen / chemistry*
  • Phenanthrolines / chemistry*
  • Solvents
  • Temperature

Substances

  • Alcohols
  • Alkynes
  • Azides
  • Phenanthrolines
  • Solvents
  • Copper
  • 4-Aminopyridine
  • Nitrogen
  • 4-dimethylaminopyridine