b-Bilene to a,c-biladiene transformation during syntheses of isoporphyrins and porphyrins

Chem Commun (Camb). 2007 Jun 14:(22):2258-60. doi: 10.1039/b705182d. Epub 2007 May 10.

Abstract

Reaction of 1,19-di-unsubstituted b-bilene salts with alpha-ketoesters gives isoporphyrins, and eventually porphyrins, by way of an a,c-biladiene salt intermediate.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Catalysis
  • Esters / chemistry
  • Ketones / chemistry
  • Models, Chemical
  • Molecular Structure
  • Porphyrins / chemical synthesis*
  • Porphyrins / chemistry
  • Stereoisomerism

Substances

  • Esters
  • Ketones
  • Porphyrins
  • b-Bilene
  • biladiene A
  • biladiene C