卟啉化合物芳香性的理论研究  

Theoretical Investigation of Aromaticity in Porphyrin Compounds

作　　者：周雯欣 赵文伟 Zhou Wenxin;Zhao Wenwei(College of Chemistry and Chemical Engineering,Linyi University,Linyi 276005,China)

机构地区：[1]临沂大学化学化工学院,山东临沂276005

出　　处：《山东化工》2024年第6期56-60,共5页Shandong Chemical Industry

基　　金：山东省自然科学基金项目(ZR2020QB076)。

摘　　要：使用理论方法研究卟吩、dideazaporphyrin和吡咯化合物的芳香性。诱导环电流密度的各向异性分析表明卟吩和dideazaporphyrin的诱导环电流十分相似,导致它们的核磁共振谱也十分相似。计算表明吡咯单体分子的芳香性稳定化能比dideazaporphyrin芳香稳定化能要高,卟吩的芳香稳定化能几乎等于两个吡咯和dideazaporphyrin的芳香稳定化能之和。AdNDP分析表明卟吩的每个吡咯环上有两个5中心-2电子的π键,大环上还有五个18中心-2电子π键。这表明卟吩分子中除了大环具有芳香性,吡咯环也具有芳香性。因此可以推断卟吩的芳香性要比Dideazaporphyrin分子的芳香性复杂,不能认为卟吩的芳香性与dideazaporphyrin的芳香性类似。In this article,the aromaticity of porphin,dideazaporphyrin and pyrrole compounds was studied by theoretical methods.Anisotropy of Induced Current Density showed that the induced ring currents of Porphin and dideazaporphyrin were very similar,so their 1H NMR spectra were also very similar.The aromatic stabilization energy of pyrrole monomer is higher than that of dideazaporphyrin,and the aromatic stabilization energy of porphin is almost equal to the sum of the aromatic stabilization energy of the two pyrrole and dideazaporphyrin.AdNDP analysis showed that porphin has two 5-center-2 electronπbonds in each pyrrole ring of porphin and five 18-center-2 electronπbonds on the macrocycle ring.This indicated that in addition to the aromaticity of pyrrole ring,macrocycle also had aromaticity.Therefore,it can be inferred that the aromaticity of porphin is more complex than that of dideazaporphyrin.It cannot be considered that the aromaticity of porphyrin is similar to that of dideadaporphyrin.

关 键 词：卟啉 芳香性 理论研究 

分 类 号：O64[理学—物理化学]