A new synthetic approach to benzoporphyrins and Kröhnke type porphyrin-2-ylpyridines

Chem Commun (Camb). 2012 Jun 21;48(49):6142-4. doi: 10.1039/c2cc30727h. Epub 2012 May 11.

Abstract

The reaction of 2-formyl-5,10,15,20-tetraphenylporphyrin with aryl methyl ketones and ammonium acetate, in the presence of La(OTf)(3), affords benzoporphyrins and 2-(2,6-diarylpyridin-4-yl)porphyrins. This methodology was used to prepare, for the first time, a 2-(2,2':6',2''-terpyridin-4'-yl)porphyrin. The structures of two 2-(2,6-diarylpyridin-4-yl)porphyrins were confirmed by single-crystal X-ray diffraction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Crystallography, X-Ray
  • Ketones / chemistry
  • Models, Molecular
  • Molecular Structure
  • Porphyrins / chemical synthesis*
  • Porphyrins / chemistry

Substances

  • Acetates
  • Ketones
  • Porphyrins
  • ammonium acetate