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

被引:17
|
作者
Tania [1 ]
Houston, Sevan D. [1 ]
Sharp-Bucknall, Lachlan [1 ]
Poynder, Tiffany B. [1 ]
Albayer, Mohammad [1 ]
Dutton, Jason L. [1 ]
机构
[1] La Trobe Univ, Dept Chem & Phys, Melbourne, Vic, Australia
基金
澳大利亚研究理事会;
关键词
hypervalent; intermediates; iodine; NMR spectroscopy; oxidants; HYPERVALENT IODINE; OXIDATIVE CYCLIZATION; REAGENTS; IODOSYLBENZENE; PHIO;
D O I
10.1002/chem.202003819
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:15863 / 15866
页数:4
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