Grup d'Enginyeria de Materials, Institut Químic de Sarrià, Universitat Ramon Llull , Via Augusta 390, 08017 Barcelona, Spain.
Chem Rev. 2017 Feb 22;117(4):2481-2516. doi: 10.1021/acs.chemrev.6b00345. Epub 2016 Dec 13.
Porphyrins, called the pigments of life, have been studied for decades. However, the first constitutional isomer of porphyrin, porphycene, was not synthesized until 1986. This milestone marked the beginning of a new era in the field of porphyrinoids and presented opportunities for the creation of an abundance of new pigments. The unique structural and electronic features of these compounds give rise to interesting physical and optical properties with applications in biomedicine and materials science. This review focuses on the synthetic methodologies available for the preparation of porphycenes (functionalized porphycenes, extended porphycenes, benzoporphycenes, naphthoporphycenes, and heteroanalogues) and the other known isomers, namely, corrphycene, hemiporphycene, and isoporphycene. Although the classical synthetic approaches are discussed, particular emphasis is placed on improvements to the known methodologies and recent advances in the field.
卟啉类化合物被称为生命的色素,已经被研究了几十年。然而,直到 1986 年才首次合成出卟啉的第一个结构异构体——卟吩。这一里程碑标志着卟啉类化合物领域的一个新时代的开始,并为创造大量新的色素提供了机会。这些化合物独特的结构和电子特性赋予了它们有趣的物理和光学性质,在生物医学和材料科学中有广泛的应用。本综述重点介绍了用于制备卟吩(功能化卟吩、扩展卟吩、苯并卟吩、萘并卟吩和杂同系物)和其他已知异构体,即 corrphycene、hemiporphycene 和 isoporphycene 的合成方法。虽然讨论了经典的合成方法,但特别强调了对已知方法的改进和该领域的最新进展。