From betaines to anionic N-heterocyclic carbenes. Borane, gold, rhodium, and nickel complexes starting from an imidazoliumphenolate and its carbene tautomer

Scholarly Works

• Pruschinski, L.; Namyslo, J. C.; Schmidt, A. Anionic N-Heterocyclic Carbenes from Mesoionic Imidazolium-4-pyrrolides: The Influence of Substituents, Solvents, and Charge on their 77Se NMR Chemical Shifts. The Journal of organic chemistry 2024, 89, 15003–15019. doi:10.1021/acs.joc.4c01732
• Kahnert, S. R.; Namyslo, J. C.; Rissanen, K.; Nieger, M.; Schmidt, A. Imidazolium Dicyanomethylides as N‐Ylide Precursors of Anionic N‐Heterocyclic Carbenes. European Journal of Organic Chemistry 2024, 27. doi:10.1002/ejoc.202400163
• Schmidt, A.; Hillrichs, K.; Namyslo, J. C.; Lederle, F.; Hübner, E. G. Pyrazoles in the Intersection of Mesomeric Betaines and N-Heterocyclic Carbenes: Formation of NHC Selenium Adducts of Pyrazolium-4-aminides. Synthesis 2022, 54, 3351–3366. doi:10.1055/s-0040-1719912
• Deev, S. L.; Batsyts, S.; Sheina, E.; Shestakova, T. S.; Khalimbadzha, I.; Kiskin, M. A.; Charushin, V. N.; Chupakhin, O. N.; Paramonov, A. S.; Shenkarev, Z. O.; Namyslo, J. C.; Schmidt, A. Betaine–N-Heterocyclic Carbene Interconversions of Quinazolin-4-One Imidazolium Mesomeric Betaines. Sulfur, Selenium, and Borane Adduct Formation. European Journal of Organic Chemistry 2020, 2020, 450–465. doi:10.1002/ejoc.201901622
• Leow, M. Y.; Ho, C. C.; Gardiner, M. G.; Bissember, A. C. Non-Classical Anionic Naked N-Heterocyclic Carbenes: Fundamental Properties and Emerging Applications in Synthesis and Catalysis. Catalysts 2018, 8, 620. doi:10.3390/catal8120620
• Zhang, J.; Hübner, E. G.; Namyslo, J. C.; Nieger, M.; Schmidt, A. Purine-substituted imidazolium mesomeric betaines and their tautomeric N-heterocyclic carbenes. Formation of a cyclic borane adduct. Organic & biomolecular chemistry 2018, 16, 6801–6808. doi:10.1039/c8ob01916a
• Freese, T.; Lücke, A.-L.; Namyslo, J. C.; Nieger, M.; Schmidt, A. Heterocycle Syntheses with Anionic N‐Heterocyclic Carbenes: Ring Transformations of Sydnone Imine Anions. European Journal of Organic Chemistry 2018, 2018, 1646–1654. doi:10.1002/ejoc.201800028
• Freese, T.; Lücke, A.-L.; Schmidt, C. A.; Polamo, M.; Nieger, M.; Namyslo, J. C.; Schmidt, A. Anionic N-heterocyclic carbenes derived from sydnone imines such as molsidomine. Trapping reactions with selenium, palladium, and gold. Tetrahedron 2017, 73, 5350–5357. doi:10.1016/j.tet.2017.07.032
• Thie, C.; Bruhn, C.; Leibold, M.; Siemeling, U. Coinage Metal Complexes of the Carbenic Tautomer of a Conjugated Mesomeric Betaine Akin to Nitron. Molecules (Basel, Switzerland) 2017, 22, 1133. doi:10.3390/molecules22071133

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