He, YijieLyu, YichongTymann, DavidAntoni, Patrick W.Hansmann, Max M.2025-04-252025-04-252024-09-06http://hdl.handle.net/2003/4368310.17877/DE290R-25456The 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.enAngewandte Chemie. International edition; 64(3)https://creativecommons.org/licenses/by/4.0/diazoalkenescarbodicarbenesligand exchangenitrous oxidediazo compounds540Article