Reversible Formation of Iodosylbenzene–Iron Porphyrin Intermediates in the Reaction of Oxoiron(IV) Porphyrin π‐Cation Radicals and Iodobenzene

The electronic nature of iron porphyrin complexes and iodobenzene derivatives markedly influences the formation of iodosylbenzene–iron(III) porphyrin intermediates 2, which are generated in the reaction of oxoiron(IV) porphyrin cation radicals 1 and iodobenzene. Epoxidation of olefins by 2 affords high yields of epoxide products.