Work

PhI(OTf) 2 Does Not Exist (Yet)**

Year: 2020

Type: article

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.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.202003819

Authors: Tania, Sevan D. Houston, Lachlan Sharp‐Bucknall, Tiffany B. Poynder, Mohammad Albayer, Jason L. Dutton

Institution: La Trobe University

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: La Trobe University, Australian Research Council

Awards: G1783029592, C-H to C-F using electrochemistry and gold catalysis