Mesochloroperoxybenzoic acid (65% active oxidant, 66 mg, 0.26 mmol) and 1-tert-butyl-3-iodobenzene (0.23 mmol) dissolved in CH2Cl2 (1 ml) were added to a sealed tube, followed by tert-butylbenzene (0.26 mmol), and cooled to 0C. Then TfOH (40-60 L, 0.46-0.69 mmol) to obtain a colored solution. The reaction mixture was stirred at room temperature for 2h and then concentrated under vacuum (still cold for low temperature reaction). Ether (1 ml) was added and stirred at room temperature for 10 min to precipitate an off-white solid. To ensure complete precipitation, the flask was kept in a refrigerator for at least 30 min, and then the solid was filtered off, washed with ether, and dried under vacuum to give the salt of bis[4-(1,1-dimethylethyl)phenyl]iodonium with trifluoromethanesulfonic acid (1:1) in 78% yield.
