Electrochemically enabled (enantioselective) nickel-catalyzed sp³ C-H α-arylation of (a)cyclic heterohydrocarbons

• Applicant: Dr. Johannes Teske
• Subject Area: Organic Molecular Chemistry - Synthesis and Characterisation
• Term: from 2019 to 2020
• Project identifier: Deutsche Forschungsgemeinschaft (DFG) - Project number 417040718

The research project focusses on the devolvement of an electrochemically enabled (enantioselective) nickel catalyzed sp3 C-H α-arylation of (a)cyclic heterohydrocarbons.According to previous publications by Yoshida, electrochemically generated α-radically pyrrolidines are to be cross-coupled with arylhalides under nickel-catalysis to yield the desired 2-arylpyrrolidines. After optimization of the reaction parameters, the substrate scope, use of chiral ligands to generate enantiopure products, as well as the use of various other (a)cyclic heterohydrocarbons is to be elaborated. The underlying mechanism of the cross-coupling will be investigated, inter alia by kinetic isotope effects. By carrying out the reaction on a multigram scale, the use of the developed sp3 C-H α-arylation in organic synthesis is to be displayed.

• DFG Programme: Research Fellowships
• International Connection: USA
• Host: Professor Phil S. Baran, Ph.D.