Garbicz Mateusz, Latos-Grażyński Lechosław
Department of Chemistry, University of Wrocław, 14 F. Joliot-Curie St., 50-383, Wrocław, Poland.
Angew Chem Int Ed Engl. 2019 Apr 23;58(18):6089-6093. doi: 10.1002/anie.201901808. Epub 2019 Apr 1.
Incorporation of a cyclopentadiene moiety into the meso-tetraarylporphyrin framework, using 1,3-bis(arylhydroxymethyl)ferrocene as a synthon, resulted in the rational synthesis of a meso-tetraaryl-21-carbaporphyrin. The molecular design preserves all essential virtues of the original tetrapyrrolic architecture of meso-tetraarylporphyrin, including the perfect match between the ionic radii of an inserted metal and the size of the macrocyclic (CNNN) core, and steric protection provided by thoughtfully chosen meso-aryl substituents. Its protonation of the inner core reveal an adjustable (trigonal versus tetrahedral) geometry.
以1,3 - 双（芳基羟甲基）二茂铁为合成子，将环戊二烯部分引入到中位 - 四芳基卟啉骨架中，从而合理合成了一种中位 - 四芳基 - 21 - 碳卟啉。该分子设计保留了中位 - 四芳基卟啉原始四吡咯结构的所有基本优点，包括插入金属的离子半径与大环（CNNN）核心大小之间的完美匹配，以及精心选择的中位芳基取代基提供的空间保护。其内核的质子化显示出一种可调节的（三角与四面体）几何结构。
