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Wide-Range Redox States of Core-Modified Expanded Porphyrinoids

Abstract

Core-modified hexaphyrin and octaphyrin display four- and six-electron reversible redox reactions respectively, to alternate between aromatic and anti-aromatic states of a given macrocycle. We have identified and isolated a hexaphyrin in three discrete states with 26π, 28π and 30π electrons that are inter-convertible with each other. Its higher congener, octaphyrin, can exist as four discrete species with 34π, 36π, 38π and 40π electrons. A difference of two-electrons between each stable redox state is reflected by the significant variation in their electronic and structural properties as characterized in both solution and solid states. The observed redox inter-conversions were achieved by a combination of both proton coupled electron-transfer (PCET) and electron-transfer (ET) processes respectively.

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Publication details

The article was received on 26 Mar 2019, accepted on 12 May 2019 and first published on 13 May 2019


Article type: Communication
DOI: 10.1039/C9CC02326G
Chem. Commun., 2019, Accepted Manuscript

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    Wide-Range Redox States of Core-Modified Expanded Porphyrinoids

    M. Ambhore, A. Basavarajappa and V. G. Anand, Chem. Commun., 2019, Accepted Manuscript , DOI: 10.1039/C9CC02326G

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