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Polycyclic Aromatic Hydrocarbon‐/Heterocycle‐Embedded Porphyrinoids
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-02-10 , DOI: 10.1002/ajoc.201900752
Kandala Laxman 1, 2 , Ankit Kumar 1 , Mangalampalli Ravikanth 1
Affiliation  

Porphyrinoids in which one or two pyrrole rings are replaced with polycyclic aromatic hydrocarbons/heterocycles such as naphthalene, phenanthrene, biphenyl, bipyridine, or phenanthroline are a new class of porphyrinoids represented as polycyclic aromatic hydrocarbon (PAH)‐/heterocycle‐embedded porphyrinoids. These macrocycles possess the structural features of both polycyclic aromatic hydrocarbons/heterocycles and cyclic polypyrrolic porphyrinoids. The PAH‐embedded porphyrinoids have drawn significant interest in recent times because of the following: (1) these macrocycles exhibit different π‐conjugation pathways unlike porphyrinoids, which exhibit circular conjugation pathways in their macrocyclic rings with various molecular structures; (2) the PAHs embedded macrocycles show variable degree of aromaticity which varies from weak aromaticity to antiaromaticity and (3) the PAHs embedded porphyrinoids provide unique ligand environment to form stable coordination and organometallic complexes in which metals may show uncommon oxidation states and unusual reactivity. All these above‐listed features depend on polycyclic aromatic hydrocarbon/heterocycle moiety present as a part of porphyrinoid macrocyclic framework. This Minireview focuses on the synthesis of different polycyclic aromatic hydrocarbon‐/heterocycle‐embedded porphyrins, contracted porphyrins and expanded porphyrins and briefly discusses their structural, spectral, aromatic and coordination properties.

中文翻译:

多环芳烃/杂环类卟啉类化合物

其中一个或两个吡咯环被萘,菲,联苯,联吡啶或菲咯啉等多环芳烃/杂环取代的卟啉是一类新型的类卟啉,以多环芳烃(PAH)/杂环嵌入的类卟啉表示。这些大环具有多环芳烃/杂环和环状多吡咯卟啉类的结构特征。由于以下原因,近年来嵌入PAH的卟啉类化合物引起了人们的极大兴趣:(1)这些大环表现出不同的π不同于卟啉类的共轭途径,在大环上具有各种分子结构的环状共轭途径;(2)PAHs嵌入的大环化合物显示出不同程度的芳香度,从弱芳香性到抗芳香性不等;(3)PAHs嵌入的卟啉类化合物提供独特的配体环境以形成稳定的配位和有机金属络合物,其中金属可能显示出不常见的氧化态和异常的反应性。以上所有这些特征均取决于作为卟啉类大环骨架的一部分存在的多环芳烃/杂环部分。本微型评论的重点是合成不同的多环芳烃/杂环包埋的卟啉,收缩的卟啉和膨胀的卟啉,并简要讨论它们的结构,光谱,
更新日期:2020-02-10
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