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- W2800565894 endingPage "4492" @default.
- W2800565894 startingPage "4483" @default.
- W2800565894 abstract "The reaction mechanisms of rhodium-catalyzed geminal oxyfluorination and oxytrifluoromethylation of diazocarbonyl compounds with fluoro-benziodoxole and Togni reagents are investigated by means of density functional theory calculations. It is shown that the two reactions follow very similar mechanisms, involving N2 dissociation to form a Rh–carbene intermediate, alcohol insertion and proton transfer resulting in a stable Rh–enol intermediate, and concerted proton transfer/electrophilic addition of the hypervalent iodine reagent to the enol. Isomerization of the hypervalent iodine takes then place before a ligand coupling affords the final product. The role of the dirhodium catalyst in facilitating the various steps of the reaction is discussed. The presented mechanisms are consistent with available experimental information, and the obtained insights allow for extension to other reactions involving hypervalent iodine reagents." @default.
- W2800565894 created "2018-05-17" @default.
- W2800565894 creator A5030863006 @default.
- W2800565894 creator A5087735042 @default.
- W2800565894 creator A5088269285 @default.
- W2800565894 date "2018-04-16" @default.
- W2800565894 modified "2023-10-14" @default.
- W2800565894 title "Mechanisms of Rh-Catalyzed Oxyfluorination and Oxytrifluoromethylation of Diazocarbonyl Compounds with Hypervalent Fluoroiodine" @default.
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- W2800565894 doi "https://doi.org/10.1021/acscatal.8b00667" @default.
- W2800565894 hasPublicationYear "2018" @default.