Disclosing Cyclic(Alkyl)(Amino)Carbenes as One‐Electron Reductants: Synthesis of Acyclic(Amino)(Aryl)Carbene‐Based Kekulé Diradicaloids

Autor: Maiti, Avijit, Elver, Benedict J., Bera, Sachinath, Lindl, Felix, I-Krummenacher, Ivo, Krummenacher, Ivo, Ghosh, Prasanta, Yıldız, Cem Burak, Braunschweig, Holger, Schulzke, Carola, Jana, Anukul
Přispěvatelé: Teknik Bilimler Meslek Yüksekokulu
Rok vydání: 2022
Předmět:
Zdroj: Chemistry – A European Journal. 28
ISSN: 1521-3765
0947-6539
DOI: 10.1002/chem.202104567
Popis: Herein 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.
Databáze: OpenAIRE
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