The facile electrosynthesis of π-extended porphyrins is demonstrated for a series of Zn(II), In(III), Ir(III) and free-base meso-substituted derivatives containing the 4,7-dimethoxynaphthalen-1-yl substituent. Electrochemical data suggest that the overall process initially involves two stepwise one-electron oxidations, followed by an intramolecular oxidative aromatic coupling to give the electrooxidized π-extended porphyrin.
Y. Fang, D. Koszelewski, K. M. Kadish and D. T. Gryko, Chem. Commun., 2014, 50, 8864 DOI: 10.1039/C4CC02759K
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