Disclosing Cyclic(Alkyl)(Amino)Carbenes as a One-Electron Reductant: Synthesis of Acyclic(Amino)(Aryl)Carbene-Based Kekulé Diradicaloids

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dc.contributor.authorMaiti, Avijit
dc.contributor.authorElver, Benedict J.
dc.contributor.authorBera, Sachinath
dc.contributor.authorLindl, Felix
dc.contributor.authorI-Krummenacher, Ivo
dc.contributor.authorKrummenacher, Ivo
dc.contributor.authorGhosh, Prasanta
dc.contributor.authorYıldız, Cem Burak
dc.contributor.authorBraunschweig, Holger
dc.contributor.authorSchulzke, Carola
dc.contributor.authorJana, Anukul
dc.date.accessioned2022-04-14T10:27:19Z
dc.date.available2022-04-14T10:27:19Z
dc.date.issued2023
dc.departmentTeknik Bilimler Meslek Yüksekokulu
dc.description.abstractHerein we disclose cyclic(alkyl)(amino)carbenes (CAACs) as a one-electron reductant under the formation of a transient radical cation as indicated by EPR spectroscopy. Subsequently, the disclosed CAAC reducing reactivity was utilized for the synthesis of acyclic(amino)(aryl)carbene-based Thiele and Chichibabin hydrocarbons, a new class of Kekulé diradicaloids. The results demonstrate the CAAC to be a potent organic reductant. Notably, the acyclic(amino)(aryl)carbene-based Chichibabin's hydrocarbon shows an appreciable population of the triplet state at room temperature, as evidenced by both variable temperature NMR and EPR spectroscopy.
dc.identifier.doi10.1002/chem.202104567
dc.identifier.endpage-en_US
dc.identifier.issue-en_US
dc.identifier.pmid35262232
dc.identifier.scopusqualityN/A
dc.identifier.startpage-en_US
dc.identifier.urihttps:/dx.doi.org/10.1002/chem.202104567
dc.identifier.urihttps://hdl.handle.net/20.500.12451/9293
dc.identifier.volume-en_US
dc.identifier.wosWOS:000783548700001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherWiley
dc.relation.ispartofChemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectEPR Spectroscopy
dc.subjectReductant
dc.subjectCarbene
dc.subjectElectrochemistry
dc.subjectRadical Cation
dc.titleDisclosing Cyclic(Alkyl)(Amino)Carbenes as a One-Electron Reductant: Synthesis of Acyclic(Amino)(Aryl)Carbene-Based Kekulé Diradicaloids
dc.typeArticle

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