Direct arylation of phenanthroline derivatives via oxidative C-H/C-H cross-coupling: synthesis and discovery of excellent ligands

Org Biomol Chem. 2013 Feb 28;11(8):1290-3. doi: 10.1039/c2ob27325j.

Abstract

A concise synthetic protocol for aryl functionalized phenanthrolines has been developed. It was demonstrated that 3,8-diphenyl-1,10-phenanthroline (7a) is competent in promoting transition-metal-free direct arylation and 2,3,8,9-tetraphenyl-1,10-phenanthroline (8a) is a highly efficient ligand in the in situ Pd-catalysed Heck reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Ligands
  • Molecular Structure
  • Organometallic Compounds / chemistry
  • Oxidation-Reduction
  • Palladium / chemistry
  • Phenanthrolines / chemical synthesis*
  • Phenanthrolines / chemistry

Substances

  • Ligands
  • Organometallic Compounds
  • Phenanthrolines
  • Palladium