PhI(OTf)2 Does Not Exist (Yet)
journal contributionposted on 2021-04-21, 06:49 authored by Tania, Sevan Houston, Lachlan Sharp-BucknallLachlan Sharp-Bucknall, Tiffany Poynder, Mohammad Al BayerMohammad Al Bayer, Jason DuttonJason Dutton
PhI(OTf) has been used for the past 30 years as a strong I(III) oxidant for organic and inorganic transformations. It has been reported to be generated in situ from the reactions of either PhI(OAc) or PhI=O with two equivalents of trimethylsilyl trifluoromethanesulfonate (TMS-OTf). In this report it is shown that neither of these reactions generate a solution with spectroscopic data consistent with PhI(OTf) , with supporting theoretical calculations, and thus this compound should not be invoked as the species acting as the oxidant for transformations that have been associated with its use.