Highly selective chlorosulfonation of tris(pentafluorophenyl)corrole as a synthetic tool for the preparation of amphiphilic corroles and metal complexes of planar chirality

Org Lett. 2001 Nov 1;3(22):3443-6. doi: 10.1021/ol0163878.

Abstract

[reaction: see text]. The chlorosulfonation of tris(pentafluorophenyl)corrole proceeds with an extremely high selectivity as to afford one out of 139 possible isomers in very high yield. The bis-chlorosulfonated corrole is an excellent precursor to the planar-chirality (triphenylphosphine)cobalt(III) complex (fully characterized by X-ray crystallography) and to the amphiphilic bis-sulfonic acid derivative, both the first of their kind.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cobalt*
  • Crystallography, X-Ray
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Metalloporphyrins / chemical synthesis
  • Metalloporphyrins / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Porphyrins / chemical synthesis*
  • Stereoisomerism

Substances

  • Indicators and Reagents
  • Metalloporphyrins
  • Porphyrins
  • corrole
  • tris(pentafluorophenyl)corrole
  • Cobalt