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Molecules 2019, 24(3), 642;

Synthesis of Meso-Diarylaminocorroles via SNAr Reactions

Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Japan
Authors to whom correspondence should be addressed.
Received: 26 January 2019 / Revised: 7 February 2019 / Accepted: 7 February 2019 / Published: 12 February 2019
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A corrole is a tetrapyrrolic macrocycle known as a ring-contracted porphyrinoid. Despite the progress of the synthetic chemistry of meso-aryl-substituted corroles since the early 2000s, meso-heteroatom-substituted corroles have been scarcely reported. Herein we report that the SNAr-type substitution reaction of a meso-chlorocorrole silver complex with diphenylamine or carbazole in the presence of NaH as a base produced meso-aminocorroles. The structures, ultraviolet–visible spectroscopy (UV/Vis), and emission spectra of these meso-aminocorroles were discussed. Furthermore, the oxidation reaction of a meso-diphenylaminocorrole was examined, which resulted in the formation of 10,10-diethoxyisocorrole. View Full-Text
Keywords: corrole; peripheral substitution; SNAr reaction; UV/Vis absorption; cyclic voltammetry corrole; peripheral substitution; SNAr reaction; UV/Vis absorption; cyclic voltammetry

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Ueta, K.; Tanaka, T.; Osuka, A. Synthesis of Meso-Diarylaminocorroles via SNAr Reactions. Molecules 2019, 24, 642.

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