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Bay-Substitution of Perylene Bisimides with Bidentate Nucleophiles: The Case of Aryloxide Anions

dc.contributor.authorRivas, Carlos J.
dc.contributor.authorMena, Leandro D.
dc.contributor.authorBaumgartner, María T.
dc.contributor.authorJimenez, Liliana B.
dc.date.accessioned2024-07-11T16:34:07Z
dc.date.available2024-07-11T16:34:07Z
dc.date.issued2024-01-25
dc.identifier.citationRivas, C. J., Mena, L. D., Baumgartner, M. T., & Jimenez, L. B. (2024). Bay-Substitution of Perylene Bisimides with Bidentate Nucleophiles: The Case of Aryloxide Anions. The Journal of Organic Chemistry, 89(4), 2764-2770.es
dc.identifier.urihttp://hdl.handle.net/11086/552687
dc.descriptionImpact Factor – Year 2023: 3.3es
dc.description.abstractIn this study, we delve into the regioselectivity of nucleophilic reactions involving brominated perylene bisimides (PBIs) and various bidentate aryloxide anions, previously associated with an SRN1 mechanism. We present herein a new perspective, suggesting that a single-electron-transfer aromatic nucleophilic substitution (SeT-SNAr) mechanism is a more plausible scenario. Our study reveals the favorable impact of photostimulation on reaction yields, making our method a convenient approach for accessing O-arylated PBIs.es
dc.language.isoenges
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectAnionses
dc.subjectAromatic compoundses
dc.subjectChemical reactionses
dc.subjectHydrocarbonses
dc.subjectSubstitution reactionses
dc.titleBay-Substitution of Perylene Bisimides with Bidentate Nucleophiles: The Case of Aryloxide Anionses
dc.typearticlees
dc.description.versioninfo:eu-repo/semantics/publishedVersiones
dc.description.filFil: Rivas, Carlos J. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica; Argentina.es
dc.description.filFil: Rivas, Carlos J. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Fisicoquímica de Córdoba; Argentina.es
dc.description.filFil: Mena, Leandro D. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica; Argentina.es
dc.description.filFil: Mena, Leandro D. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Fisicoquímica de Córdoba; Argentinaes
dc.description.filFil: Baumgartner, María T. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica; Argentina.es
dc.description.filFil: Baumgartner, María T. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Fisicoquímica de Córdoba; Argentina.es
dc.description.filFil: Jimenez, Liliana B. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Orgánica; Argentina.es
dc.description.filFil: Jimenez, Liliana B. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Fisicoquímica de Córdoba; Argentina.es
dc.journal.cityNew Yorkes
dc.journal.countryUnited States of Americaes
dc.journal.editorialAmerican Chemical Societyes
dc.journal.number4es
dc.journal.pagination2764–2770es
dc.journal.titleJournal of Organic Chemistryes
dc.journal.volume89es
dc.identifier.eissn1520-6904
dc.identifier.urlhttps://pubs.acs.org/doi/abs/10.1021/acs.joc.3c02002
dc.identifier.urlhttps://www.sciencedirect.com/org/science/article/abs/pii/S0022326324001257
dc.identifier.doidoi.org/10.1021/acs.joc.3c02002
dc.contributor.orcidhttps://orcid.org/0000-0001-6045-1960es
dc.contributor.orcidhttps://orcid.org/0000-0003-0688-492Xes


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