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


ABSTRACT: ?-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 ?-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.

SUBMITTER: Stefanelli M 

PROVIDER: S-EPMC4137568 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature

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

Stefanelli M M   Mancini M M   Raggio M M   Nardis S S   Fronczek F R FR   McCandless G T GT   Smith K M KM   Paolesse R R  

Organic & biomolecular chemistry 20140801 32


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  ...[more]

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