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Title: Synthesis of Meso-Diarylaminocorroles via SNAr Reactions
Authors: Ueta, Kento
Tanaka, Takayuki
Osuka, Atsuhiro
Author's alias: 植田, 賢人
田中, 隆行
大須賀, 篤弘
Keywords: corrole
peripheral substitution
SNAr reaction
UV/Vis absorption
cyclic voltammetry
Issue Date: 1-Feb-2019
Publisher: MDPI AG
Journal title: Molecules
Volume: 24
Issue: 3
Thesis number: 642
Abstract: 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.
Rights: © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
URI: http://hdl.handle.net/2433/236665
DOI(Published Version): 10.3390/molecules24030642
PubMed ID: 30759763
Appears in Collections:Journal Articles

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