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PhI(OTf)2 Does Not Exist (Yet)
journal contributionposted on 21.04.2021, 06:49 by Tania, Sevan HoustonSevan Houston, Lachlan Sharp-BucknallLachlan Sharp-Bucknall, Tiffany PoynderTiffany 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.