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Porphycenes and Related Isomers: Synthetic Aspects

Research output: Indexed journal article Reviewpeer-review

103 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)2481-2516
Number of pages36
JournalChemical Reviews
Volume117
Issue number4
DOIs
Publication statusPublished - 22 Feb 2017

Keywords

  • Ligand-binding properties
  • Photosensitizing properties
  • Expanded porphyrins
  • Efficient synthesis
  • Pyrrole pigments
  • Iron porphycene
  • Functionalized porphycenes
  • Electrochemical properties
  • Physicochemical properties
  • Spectroscopic properties

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