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3-NO2-5,10,15-triarylcorrolato-Cu as a versatile platform for synthesis of novel 3-functionalized corrole derivatives†
M. Stefanelli,M. Mancini,M. Raggio,S. Nardis,F. R. Fronczek,K. M. Smith,R. Paolesse
Organic & Biomolecular Chemistry Pub Date : 07/01/2014 00:00:00 , DOI:10.1039/C4OB01247J
Abstract

β-Nitrocorroles are potentially valuable platforms for the preparation of a wide range of more elaborated corrole derivatives possessing unique chemical functionalities and electronic properties. Here we report our results on the chemical manipulation of a copper 3-NO2-triarylcorrolate using different organic reactions, all involving the reduction of –NO2 to –NH2 at an early stage, followed by further transformations. By way of a β-acylated copper corrolate, a novel corrole derivative bearing an alkyl azide group on the peripheral positions was obtained and exploited in the Huisgen 1,3-dipolar cycloaddition.

Graphical abstract: 3-NO2-5,10,15-triarylcorrolato-Cu as a versatile platform for synthesis of novel 3-functionalized corrole derivatives
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