Table 3. Scope of Symmetric Diaryliodonium Triflates Derived from Arenes and Molecular Iodine^a.

^aReaction conditions. Feed 1: 2.0 mmol of 4, 10 equiv of 2 in 10 mL of DCE. Feed 2: 6.0 mmol of m-CPBA in 10 mL of DCE. Feed 3: 10 mmol of TfOH in 10 mL of DCE. Syringe pumps were used to add reagents to the reactor. Throughput distribution, feed 1/feed 2/feed 3 was 1:1:2.

^b4.1 equiv of arene was used.

^cSelectivity at room temperature: ortho–para 90%, para–para 5%, and ortho–ortho 5%.

^dSelectivity at 0 °C: ortho–para >96%.