The general synthesis, isolation and characterization of electrophilic iodine reagents of the general formula R4N[I(O2CAr)2] is reported. These compounds are air- and moisture-stable iodine(I) reagents, which were characterized including X-ray analysis. They represent conceptually new iodine(I) reagents with anions as stabilizers. These compounds display the expected performance as electrophilic reagents upon interaction with electron-rich substrates. The performance of these compounds in a total of 47 different reactions of vicinal iodooxygenation of alkenes is studied and some key features on the reagents are revealed.
Dioxoiodane Compounds as Versatile Sources for Iodine(I) Chemistry
Chemistry - A European Journal 2016, DOI: 10.1002/chem.201603801.