The reactions of dialkyl- and diarylcuprates (R 2CuM; M = Li, MgBr) with perfluoroallyl iodide were found to give the homocoupling products R-R as the only product of C-C bond formation. Density functional calculations revealed that the perfluoroallyl ligand, being strongly electron-withdrawing and less Lewis basic, significantly changes the electronic properties of the allylcopper(III) intermediate and acts as a spectator ligand in the reductive elimination.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry