Novel syntheses and properties of meso-tetraaryl-octabromo-tetranaphtho[2,3]porphyrins (Ar4Br8TNPs)

o-Quinodimethane (o-QDM) generated from benzosultine was used to extend the pyrrole system for the preparation of octabromo-tetranaphtho[2,3]porphyrins via oxidative aromatization. The properties of these bromoporphyrins were presented and chemical transformation via Pd-catalyzed Suzuki reaction was also effectively achieved.