Next Article in Journal
Development of a Potential Gallium-68-Labelled Radiotracer Based on DOTA-Curcumin for Colon-Rectal Carcinoma: From Synthesis to In Vivo Studies
Next Article in Special Issue
Supramolecular Hybrid Material Based on Engineering Porphyrin Hosts for an Efficient Elimination of Lead(II) from Aquatic Medium
Previous Article in Journal
Synthesis of a Conformationally Stable Atropisomeric Pair of Biphenyl Scaffold Containing Additional Stereogenic Centers
Previous Article in Special Issue
Reactive Cobalt–Oxo Complexes of Tetrapyrrolic Macrocycles and N-based Ligand in Oxidative Transformation Reactions
Article Menu
Issue 3 (February-1) cover image

Export Article

Open AccessCommunication
Molecules 2019, 24(3), 642; https://doi.org/10.3390/molecules24030642

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
Full-Text   |   PDF [2302 KB, uploaded 12 February 2019]   |  

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. View Full-Text
Keywords: corrole; peripheral substitution; SNAr reaction; UV/Vis absorption; cyclic voltammetry corrole; peripheral substitution; SNAr reaction; UV/Vis absorption; cyclic voltammetry
Figures

Graphical abstract

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).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

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

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top