A solution of C8F17I (12 g, 22 mmol) was added dropwise over 10 min to a stirred mixture of 4-iodobenzotrifluoride (3 g, 11 mmol), copper powder (5.6 g, 0.088 mmol), 2,2′-bipyridine (120 mg, 0.8 mmol), DMSO (30 mL) at 70° C. The reaction mixture was subsequently stirred for a further 72 h at this temperature. After cooling to room temperature, it was poured into a beaker containing ether (100 mL) and water (100 mL). After filtering, the organic layer was separated, washed with water (3×50 mL) and dried over MgSO4. Sublimation gave the product 10 as a white solid (5.6 g, 90%): 1H NMR (300 MHz, CDCl3): 7.77 (4H, dd, J=8.1 and 8.4 Hz); 19F NMR (282 MHz, CDCl3): −64.0, −81.4, −111.6, −121.4, −122.0, −122.1, −122, 9, −126, 3.
