Carbodicarbenes and striking redox transitions of their conjugate acids: influence of NHC versus CAAC as donor substituents

dc.contributor.authorDolai, Ramapada
dc.contributor.authorKumar, Rahul
dc.contributor.authorElvers, Benedict J.
dc.contributor.authorPal, Pradeep Kumar
dc.contributor.authorJoseph, Benson
dc.contributor.authorSikari, Rina
dc.contributor.authorNayak, Mithilesh Kumar
dc.contributor.authorYıldız, Cem Burak
dc.date.accessioned2023-01-16T06:01:22Z
dc.date.available2023-01-16T06:01:22Z
dc.date.issued2023
dc.departmentTeknik Bilimler Meslek Yüksekokulu
dc.description.abstractHerein, a new type of carbodicarbene (CDC) comprising two different classes of carbenes is reported; NHC and CAAC as donor substituents and compare the molecular structure and coordination to Au(I)Cl to those of NHC-only and CAAC-only analogues. The conjugate acids of these three CDCs exhibit notable redox properties. Their reactions with [NO][SbF6] were investigated. The reduction of the conjugate acid of CAAC-only based CDC with KC8 results in the formation of hydrogen abstracted/eliminated products, which proceed through a neutral radical intermediate, detected by EPR spectroscopy. In contrast, the reduction of conjugate acids of NHC-only and NHC/CAAC based CDCs led to intermolecular reductive (reversible) carbon–carbon sigma bond formation. The resulting relatively elongated carbon–carbon sigma bonds were found to be readily oxidized. They were, thus, demonstrated to be potent reducing agents, underlining their potential utility as organic electron donors and n-dopants in organic semiconductor molecules.
dc.identifier.doi10.1002/chem.202202888
dc.identifier.endpage-en_US
dc.identifier.issn0947-6539
dc.identifier.issue2en_US
dc.identifier.pmid36129127
dc.identifier.scopusqualityQ1
dc.identifier.startpage-en_US
dc.identifier.urihttps:/dx.doi.org/10.1002/chem.202202888
dc.identifier.urihttps://hdl.handle.net/20.500.12451/9924
dc.identifier.volume29en_US
dc.identifier.wosWOS:000883818900001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherJohn Wiley and Sons Inc
dc.relation.ispartofChemistry - A European Journal
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/embargoedAccess
dc.subjectCarbene Ligands
dc.subjectCarbodicarbene
dc.subjectCyclic Voltammetry
dc.subjectOxidation
dc.subjectReduction
dc.titleCarbodicarbenes and striking redox transitions of their conjugate acids: influence of NHC versus CAAC as donor substituents
dc.typeArticle

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