Catalyst-free aromatic nucleophilic substitution of meso-bromoporphyrins with azide anion: efficient synthesis and structural analyses of meso-azidoporphyrins

Org Lett. 2012 Jan 6;14(1):190-3. doi: 10.1021/ol202973z. Epub 2011 Dec 13.

Abstract

meso-Mono- or diazidoporphyrins were readily obtained in high yields by the catalyst-free aromatic nucleophilic reaction of the corresponding bromoporphyrins with azide anions under mild conditions. The molecular structures of the obtained azides were unambiguously determined by X-ray crystallographic analysis.

MeSH terms

  • Anions / chemistry
  • Azides / chemistry*
  • Bromine / chemistry*
  • Catalysis
  • Models, Molecular
  • Molecular Structure
  • Porphyrins / chemical synthesis*

Substances

  • Anions
  • Azides
  • Porphyrins
  • Bromine