Photoredox/Nickel Dual-Catalyzed Reductive Cross Coupling of Aryl Halides Using an Organic Reducing Agent
KAUST DepartmentChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date2020-02-03
Print Publication Date2020-02-21
Embargo End Date2021-02-03
Permanent link to this recordhttp://hdl.handle.net/10754/661439
MetadataShow full item record
AbstractA successful protocol for the reductive aryl−aryl cross-coupling of polyfluorinated arenes with a broad range of aryl halides has been developed. Sequential carbon−fluorine bond cleavage and carbon−carbon bond formation are two of the important features of the reaction. Addition of an aryl radical anion to a nickel intermediate was achieved for the first time using polyfluoroarenes as radical precursors. This, in combination with the excellent para selectivity, paves the way for the synthesis of various new multifluorinated biaryl compounds.
CitationDewanji, A., Bülow, R. F., & Rueping, M. (2020). Photoredox/Nickel Dual-Catalyzed Reductive Cross Coupling of Aryl Halides Using an Organic Reducing Agent. Organic Letters. doi:10.1021/acs.orglett.0c00199
SponsorsThe research leading to these results has received funding from the European Research Council under the European Union’s Seventh Framework Programme (FP/2007−2013)/ERC Grant Agreement No. 617044 (SunCatChem).
We thank Frau Cornelia Vermeeren for carrying out purifications by preparative HPLC.
PublisherAmerican Chemical Society (ACS)