C-H, Si-H and C-F abstraction with an extremely electron poor I(III) reagent

Dalton Trans. 2023 Nov 7;52(43):15866-15870. doi: 10.1039/d3dt03266c.

Abstract

The recently discovered I(III) reagent NO2-C6H4-I(OTf)2 is found to rapidly react with hydride sources, including HSiEt3 and relatively hydridic C-H precursors. These represent the first distinct reactions involving direct hydride abstraction by I(III) under ambient conditions. Direct C-F abstraction is also demonstrated, as well as oxidation of cyclic alkenes to aromatic rings, all representing new reactions for I(III) demonstrating the very high reactivity of NO2-C6H4-I(OTf)2.