A porphyrin fused to four anthracenes

Abstract

We have synthesized a fused tetraanthracenylporphyrin by oxidation of a meso-anthracenyl nickel(II) porphyrin with FeCl3. This compound exhibits an intense red-shifted absorption spectrum (λmax = 1417 nm; ε = 1.2×105 M-1 cm-1) and a small electrochemical HOMO-LUMO gap (0.61 eV). The crystal structure shows that it forms π-stacked dimers with a short Ni⋯Ni distance (3.32 Å). © 2010 American Chemical Society.