PhI(OTf) <sub>2</sub> Does Not Exist (Yet)**
Tania Tania, Sevan D. Houston, Lachlan Sharp‐Bucknall, Tiffany B. Poynder, Mohammad Albayer, Jason L. Dutton
Abstract
Abstract PhI(OTf) 2 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) 2 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) 2 , 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.
Topics & Concepts
TrifluoromethanesulfonateTrimethylsilyl trifluoromethanesulfonateTrimethylsilylChemistryMedicinal chemistryOrganic chemistryCatalysisOxidative Organic Chemistry ReactionsChemical Synthesis and ReactionsAsymmetric Synthesis and Catalysis