Cleavage of carbodicarbenes with N2O for accessing stable diazoalkenes: two-fold ligand exchange at a C(0)-atom

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dc.contributor.authorHe, Yijie
dc.contributor.authorLyu, Yichong
dc.contributor.authorTymann, David
dc.contributor.authorAntoni, Patrick W.
dc.contributor.authorHansmann, Max M.
dc.date.accessioned2025-04-25T14:03:08Z
dc.date.available2025-04-25T14:03:08Z
dc.date.issued2024-09-06
dc.description.abstractThe cleavage of carbophosphinocarbenes and carbodicarbenes with nitrous oxide (N2O) leads to the formation of room-temperature stable diazoalkenes. The utility of Ph3P/N2 and NHC/N2 ligand exchange reactions were demonstrated by accessing novel benzimidazole- and benzothiazole derived diazoalkenes, which are not accessible by the current state-of-the-art methods. The stable diazoalkenes subsequently allow further ligand exchange reactions at C(0) with carbon monoxide, isocyanide, or a diamidocarbene (DAC). Overall, the combination of hitherto unknown NHC/N2 and N2/L (L = DAC, CO, R−NC) ligand exchange reactions at a C(0) center allow the selective functionalization of the carbodicarbene ligand structure which represents a new methodology to rapidly assemble novel carbodicarbenes or cumulenic compounds.en
dc.identifier.urihttp://hdl.handle.net/2003/43683
dc.identifier.urihttp://dx.doi.org/10.17877/DE290R-25456
dc.language.isoen
dc.relation.ispartofseriesAngewandte Chemie. International edition; 64(3)
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectdiazoalkenesen
dc.subjectcarbodicarbenesen
dc.subjectligand exchangeen
dc.subjectnitrous oxideen
dc.subjectdiazo compoundsen
dc.subject.ddc540
dc.titleCleavage of carbodicarbenes with N2O for accessing stable diazoalkenes: two-fold ligand exchange at a C(0)-atomen
dc.typeText
dc.type.publicationtypeArticle
dcterms.accessRightsopen access
eldorado.openaire.projectidentifierinfo:eu-repo/grantAgreement/EC/HE/101077332/EU/NAME/CC-CHARGED
eldorado.secondarypublicationtrue
eldorado.secondarypublication.primarycitationY. He, Y. Lyu, D. Tymann, P. W. Antoni, M. M. Hansmann, Angew. Chem. Int. Ed. 2025, 64, e202415228. https://doi.org/10.1002/anie.202415228
eldorado.secondarypublication.primaryidentifierhttps://doi.org/10.1002/anie.202415228

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