Maiti, AvijitElver, Benedict J.Bera, SachinathLindl, FelixI-Krummenacher, IvoKrummenacher, IvoGhosh, PrasantaYıldız, Cem BurakBraunschweig, HolgerSchulzke, CarolaJana, Anukul2022-04-142022-04-142023https:/dx.doi.org/10.1002/chem.202104567https://hdl.handle.net/20.500.12451/9293Herein 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.eninfo:eu-repo/semantics/openAccessEPR SpectroscopyReductantCarbeneElectrochemistryRadical CationArticle----10.1002/chem.20210456735262232N/AWOS:000783548700001Q2