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dc.contributor.authorStefanelli, M.en_US
dc.contributor.authorMandoj, F.en_US
dc.contributor.authorNardis, S.en_US
dc.contributor.authorRaggio, M.en_US
dc.contributor.authorFronczek, F. R.en_US
dc.contributor.authorMcCandless, Gregory T.en_US
dc.contributor.authorSmith, K. M.en_US
dc.contributor.authorPaolesse, R.en_US
dc.date.accessioned2015-09-03T21:37:12Z
dc.date.available2015-09-03T21:37:12Z
dc.date.created2015-05-05en_US
dc.date.issued2015-05-05en_US
dc.identifier.issn1477-0520en_US
dc.identifier.urihttp://hdl.handle.net/10735.1/4595
dc.descriptionSupplementary information available at publisher's website.en_US
dc.description.abstractThe insertion of a -NO₂ group onto the corrole framework represents a key step for subsequent synthetic manipulation of the macrocycle based on the chemical versatility of such a functionality. Here we report results of the investigation of a copper 3-NO₂-triarylcorrolate in nucleophilic aromatic substitution reactions with "active" methylene carbanions, namely diethyl malonate and diethyl 2-chloromalonate. Although similar reactions on nitroporphyrins afford chlorin derivatives, nucleophilic attack on carbon-2 of corrole produces 2,3-difunctionalized Cu corrolates in acceptable yields (ca. 30%), evidencing once again the erratic chemistry of this contracted porphyrinoid.en_US
dc.language.isoenen_US
dc.publisherRoyal Society of Chemistryen_US
dc.relation.urihttp://dx.doi.org/10.1039/c5ob00659gen_US
dc.rights©2015 The Royal Society of Chemistry. This article may not be further made available or distributed.en_US
dc.sourceOrganic and Biomolecular Chemistry
dc.subjectAromatic compoundsen_US
dc.subjectCarbonen_US
dc.subjectCopperen_US
dc.subjectSubstitution reactionsen_US
dc.subjectDiethyl malonateen_US
dc.subjectMacrocyclic compoundsen_US
dc.subjectNucleophilic aromatic substitutionen_US
dc.subjectPolypyrrolesen_US
dc.titleCorrole and Nucleophilic Aromatic Substitution are not Incompatible: A Novel Route to 2,3-difunctionalized Copper Corrolatesen_US
dc.type.genrearticleen_US
dc.identifier.bibliographicCitationStefanelli, M., F. Mandoj, S. Nardis, M. Raggio, et al. 2015. "Corrole and nucleophilic aromatic substitution are not incompatible: A novel route to 2,3-difunctionalized copper corrolates." Organic and Biomolecular Chemistry 13(23): 6611-6618.en_US
dc.identifier.volume13en_US
dc.identifier.issue23en_US


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