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Updated: Dec 23, 2025

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Published on: July 19, 2019
Protonation-Induced Hyperporphyrin Spectra of meso-Aminophenylcorroles
Ivar K Thomassen1, Abhik Ghosh1
1Department of Chemistry, UiT - The Arctic University of Norway,Tromsø N-9037, Norway.
Abstract:
UV-vis spectrophotometric titrations have been carried out on meso-tris(o/m/p-aminophenyl)corrole (H3[o/m/p-TAPC]) and meso-triphenylcorrole (H3[TPC]) in dimethyl sulfoxide with methanesulfonic acid (MSA). Monoprotonation was found to result in hyperporphyrin spectra characterized by new, red-shifted, and intense Q bands. The effect was particularly dramatic for H3[p-TAPC] for which the Q band red-shifted from ∼637 nm for the neutral species to 764 nm in the near-IR for H4[p-TAPC]+. Upon further protonation, the Q band was found to blue-shift back to 687 nm. A simple explanation of the phenomena has been offered in terms of quinonoid resonance forms.
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