Selective multi-electron aggregation at a hypervalent iodine center by sequential disproportionation
Phong Thai, Brandon L. Frey, Matthew T. Figgins, Richard R. Thompson, Raanan Carmieli, David C. Powers
Abstract
We demonstrate that sequential disproportionation reactions can enable selective aggregation of two- or four electron-holes at a hypervalent iodine center. Disproportionation of an anodically generated iodanyl radical affords an iodosylbenzene derivative. Subsequent iodosylbenzene disproportionation can be triggered to provide access to an iodoxybenzene. These results demonstrate multielectron oxidation at the one-electron potential by selective and sequential disproportionation chemistry.
Topics & Concepts
Hypervalent moleculeDisproportionationIodineChemistryElectronCenter (category theory)IodideCrystallographyPhotochemistryInorganic chemistryOrganic chemistryPhysicsCatalysisQuantum mechanicsOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsCO2 Reduction Techniques and Catalysts