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Categories: C-C Bond Formation > Carbocyclic compounds > Cycloalkanes

Synthesis of cycloheptanes and higher homologues

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CuCl2 catalyzes a coupling of unactivated C(sp3)-H bonds of numerous feedstock chemicals with electron-deficient olefins. The active cuprate catalyst undergoes Ligand-to-Metal Charge Transfer (LMCT) to enable the generation of a chlorine radical which acts as a powerful hydrogen atom transfer reagent capable of abstracting strong electron-rich C(sp3)-H bonds.
S. M. Treacy, T. Rovis, J. Am. Chem. Soc., 2021, 143, 2729-2735.