Ivanov Alexander S, Boldyrev Alexander I
Department of Chemistry and Biochemistry, Utah State University, Logan, UT 84322, USA.
Org Biomol Chem. 2014 Aug 28;12(32):6145-50. doi: 10.1039/c4ob01018c. Epub 2014 Jul 8.
The adaptive natural density partitioning (AdNDP) method has been applied for the first time to porphyrinoids in order to describe their aromaticity. The analysis of π-electron system reveals that aromaticity of annulene originates from 6-π-electron delocalization, while aromaticity of porphyrin can be better described in terms of local aromaticities of the appended 6-π-electron pyrrolic heterocycles and 6-π-electron central fragment. The patterns of chemical bonding for porphyrinoids obtained by AdNDP are consistent with chemical intuition and lead to unique and compact graphic formulas.
自适应自然密度划分（AdNDP）方法首次应用于卟啉类化合物，以描述其芳香性。对π电子体系的分析表明，轮烯的芳香性源于6个π电子的离域，而卟啉的芳香性可以通过所连接的6个π电子吡咯杂环和6个π电子中心片段的局部芳香性来更好地描述。通过AdNDP得到的卟啉类化合物的化学键模式与化学直觉一致，并得出独特且简洁的图形公式。
