A new scaffold for hypervalent iodine with enhanced oxidative capabilities: ArIL2 using orthocarborane as the “aryl” support

The first C-bound orthocarborane (oCb) supported hypervalent iodine(III) -IL2 type species are reported in derivatives of RoCbIL2, for L = F, OTf including a structurally verified -IF2 example. Initial synthetic observations and supporting theoretical calculations suggest that oCbIL2 type compounds will be more reactive than the widely used ArIL2 class of compounds.