Cruciform porphyrin pentamers

M. Graça H. Vicente, University of California, Davis
Mark T. Cancilla, University of California, Davis
Carlito B. Lebrilla, University of California, Davis
Kevin M. Smith, University of California, Davis

Abstract

Cruciform porphyrin pentamers 15 and 16 are obtained in good yield by acid-catalyzed tetramerization of ZnII-pyrroloporphyrin 14, followed by oxidation with DDQ; pyrroloporphyrins are in turn obtained from the corresponding pyrrolochlorins by Diels-Alder type reactions of porphyrins involving thermal extrusion of sulfur dioxide from a pyrrole-fused 3-sulfolene.