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Neo-Porphyrinoids: New Members of the Porphyrinoid Family
Topics in Current Chemistry ( IF 8.6 ) Pub Date : 2021-05-19 , DOI: 10.1007/s41061-021-00338-6
Poornenth Pushpanandan 1 , Mangalampalli Ravikanth 1
Affiliation  

The four pyrrole rings and four meso carbons of tetrapyrrolic porphyrins can be arranged in different ways and the resulting porphyrin isomers exhibit very distinct electronic properties. The extensive research carried out on the porphyrins over the years has revealed that porphyrin can have several possible isomers and some of these have been identified and synthesized. Among the porphyrin isomers synthesized so far, porphycene and N-confused porphyrins have been investigated extensively whereas the other porphyrin isomers such as hemiporphycene, corrphycene and isoporphycene remain underdeveloped because of synthetic difficulties and their inherently unstable nature. Neoporphyrinoids are new members of the porphyrinoid family that were discovered serendipitously in 2011. Neoporphyrinoids are structural analogues of porphyrinoids with a confused pyrrole nitrogen linked to a meso carbon or the adjacent pyrrole carbon. Thus, neoporphyrinoids have an unusual structure in which pyrrole N is a part of a porphyrinoid framework and the lone pair of electrons on nitrogen participate in macrocyclic conjugation. It's been a decade since the discovery and different types of neoporphyrinoids, including regular, contracted and expanded neoporphyrinoids, have been synthesized by rational synthetic methodologies and their spectral, structural, aromatic and coordination properties have been studied. There is huge scope to develop different synthetic routes to produce new types of stable neoporphyrinoids to study their properties and potential applications. This article presents a brief overview of the synthesis, structure and properties of the neoporphyrinoids reported in this decade.



中文翻译:

新卟啉:类卟啉家族的新成员

四吡咯卟啉的四个吡咯环和四个内碳可以以不同的方式排列,由此产生的卟啉异构体表现出非常不同的电子特性。多年来对卟啉进行的广泛研究表明,卟啉可以有几种可能的异构体,其中一些已经被鉴定和合成。在迄今为止合成的卟啉异构体中,卟啉和 N 混淆卟啉已被广泛研究,而其他卟啉异构体,如半卟啉、corrphycene 和异卟啉,由于合成困难及其固有的不稳定性质,仍未得到充分开发。新卟啉是 2011 年偶然发现的类卟啉家族的新成员。新卟啉是卟啉的结构类似物,具有与中间碳或相邻的吡咯碳相连的混杂吡咯氮。因此,新卟啉类化合物具有不寻常的结构,其中吡咯 N 是卟啉类骨架的一部分,氮上的孤对电子参与大环共轭。自从发现和不同类型的新卟啉,包括规则的、收缩的和膨胀的新卟啉,已经通过合理的合成方法合成并研究了它们的光谱、结构、芳香和配位特性已经十年了。开发不同的合成路线以生产新型稳定的新卟啉类化合物以研究其性质和潜在应用具有巨大的空间。本文简要概述了合成,

更新日期:2021-05-19
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