Synthesis
5.5 mmol of m-chloroperoxybenzoic acid as an oxidizing agent was added to the reaction flask along with 5.5 mmol of iodobenzene, 15 mL of dichloromethane, 5 mmol of benzene, 10 mmol of trifluoromethanesulfonic acid, and a stirrer, and a condensation tube was installed to condense the reaction from the bottom to the top at room temperature. Subsequently, the reaction flask was heated in an oil bath at 40 °C for the condensation reflux reaction. The reaction was continued under magnetic stirring for 1 hour. Upon completion of the reaction, the reaction solution was rotary dried using a rotary evaporator (40 °C water bath). To the dried product, 20 mL of ether was added and stirred at room temperature for 30 min, after which the mixture was cooled in a 0-4 °C medical refrigerator for 15 min. After removal, the mixture was withdrawn and filtered through a Büchner funnel using ether as eluent. The solid product on the filter paper was collected and dried in an oven at 100 °C for 24 h. Diaryl iodonium trifluoromethanesulfonate was finally obtained in 88% yield. During rotary drying, the control conditions were 0.1 MPa and 40 °C.
References
[1] Organic Letters, 2011, vol. 13, # 13, p. 3462 - 3465
[2] Chemistry--A European Journal, 2012, vol. 18, # 44, p. 14140 - 14149,10
[3] Organic Letters, 2015, vol. 17, # 18, p. 4554 - 4557
[4] Organic Letters, 2015, vol. 17, # 11, p. 2688 - 2691
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 31, p. 8928 - 8932
