Investigations of Low-Symmetrical Tetraaryltetrabenzoporphyrins Produced by Mixed Condensation Reactions

Within the past decade,
tetraaryltetrabenzoporphyrins (TATBPs)
have gained rising attention due to their potential in various fields
of materials science and medicinal chemistry. However, this class
of compounds still lacks in structural diversity, especially in the
case of low-symmetrical compounds. Herein, mixed condensations were
utilized to generate TATBPs with different substituents either in
the meso-positions or the periphery of the macrocycle
with total yields of 55–58%. The separation of crude mixtures
was achieved by feasible chromatographic purification. The influence
of symmetry on the electronic properties of TATBPs was studied by
optical spectroscopy, electrochemistry, and X-ray diffraction.