Unedle Metalle für noble Anwendungen: Asymmetrische Co-, Ni-, Fe- und Mn-katalysierte C-H Aktivierung

• Antragsteller: Professor Dr. Lutz Ackermann
• Fachliche Zuordnung: Organische Molekülchemie - Synthese, Charakterisierung
• Förderung: Förderung von 2017 bis 2021
• Projektkennung: Deutsche Forschungsgemeinschaft (DFG) - Projektnummer 391136690

• Erstellungsjahr: 2021

Zusammenfassung der Projektergebnisse

Within this project, we devised transition metal-catalyzed highly enantioselective C–H activations. Thus, sustainable cobalt-catalyzed C–H activation permitted the efficient construction of chiral heterocycle motifs including the synthesis of atropisomeric heterobiaryls. The C–H alkylation and arylation were enabled by the design of novel chiral ligands based on carboxylic acids and adamantyl-substituted N-heterocyclic carbenes, respectively. Enantioselective Electrocatalysis was realized in terms of asymmetric C−H activation through transient directing groups with easily-accessible amino acids. Thus, enantiomerically enriched heterobiaryls were achieved by palladaelectro-catalyzed olefination.

Projektbezogene Publikationen (Auswahl)

• Enantioselective Cobalt(III)-Catalyzed C–H Activation Enabled by Chiral Carboxylic Acid Cooperation. Angew. Chem. Int. Ed. 2018, 57, 15425-15429
  F. Pesciaioli, U. Dhawa, J. C. A. Oliveira, R. Yin, M. John, L. Ackermann
  
• Enantioselective C-H Activation with Earth-Abundant 3d Transition Metals. Angew. Chem. Int. Ed. 2019, 58, 12803-12818
  J. Loup, U. Dhawa, F. Pesciaioli, J. Wencel-Delord, L. Ackermann
  
• Enantioselective Palladaelectro‐Catalyzed C–H Activations by Transient Directing Groups: Expedient Access to Helicenes. Angew. Chem. Int. Ed. 2020, 59, 13451-13457
  U. Dhawa, C. Tian, T. Wdowik, J. C. A. Oliveira, J. Hao, L. Ackermann
  
• Enantioselective Palladaelectro-Catalyzed C–H Olefinations and Allylations for N–C Axial Chirality. Chem. Sci. 2021, 12, 14182-14188
  U. Dhawa, T. Wdowik, X. Hou, B.Yuan, J. C. A. Oliveira, L. Ackermann