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.

在过去的十年间，四取代四苯并卟啉（TATBPs）因其在材料科学和药物化学等众多领域的潜在应用而备受瞩目。然而，此类化合物在结构多样性方面仍显不足，尤其是在低对称性化合物方面。本研究中，通过混合缩合反应成功制备了不同取代基位于大环中位或外围的TATBPs，总体收率达到了55%-58%。通过对粗混合物的色谱纯化，实现了有效分离。采用光学光谱学、电化学和X射线衍射技术对对称性对TATBP电子性质的影响进行了研究。