Facile Synthesis ofβ-Derivatized Porphyrins—Structural Characterization of aβ -β-Bis-Porphyrin

A generally applicable Suzuki methodology for the synthesis of β-derivatized porphyrins has been developed starting from bromoporphyrin 1, which is converted into an air- and water-stable boronate derivative. Metal-mediated cross-coupling of the latter compound with various aryl bromides furnishes β-arylporphyrins 2 with yields similar to those reported for derivatization at the meso-position. The utility of the method was demonstrated with the preparation and structural characterization of bis-porphyrin 3, directly linked at the β-positions of the rings.