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Porphyrinoids as a platform of stable radicals

Abstract

Ligand non-innocent nature of the porphyrin was found for Compound I in cytochrome P450 enzymatic cycles. Such porphyrin radicals were first regarded as reactive intermediates in catabolism, but recent studies have revealed that porphyrinoids including porphyrins, ring-contracted porphyrins, and ring-expanded porphyrins display excellent radical-stabilizing abilities to the extent that radicals can be handled like a usual closed-shell organic molecule. This review overviews four types of stable porphyrinoid radicals, covering their synthetic methods and properties such as excellent redox properties, NIR absorption, and magnetic properties. Radical-stabilizing abilities of porphyrinoids are stemming from their unique macrocyclic conjugation systems with high electronic and structural flexibilities.

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Publication details

The article was received on 08 Dec 2017, accepted on 05 Jan 2018 and first published on 08 Jan 2018


Article type: Perspective
DOI: 10.1039/C7SC05210C
Citation: Chem. Sci., 2018, Accepted Manuscript
  • Open access: Creative Commons BY-NC license
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    Porphyrinoids as a platform of stable radicals

    A. Osuka and D. Shimizu, Chem. Sci., 2018, Accepted Manuscript , DOI: 10.1039/C7SC05210C

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