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Electrochemical and Electrostatic Cleavage of Alkoxyamines

Zhang, Long; Noble, Benjamin; Coote, Michelle; Wallace, Gordon; Tyrell, Jason


Alkoxyamines are heat-labile molecules, widely used as an in situ source of nitroxides in polymer and materials sciences. Here we show that the one-electron oxidation of an alkoxyamine leads to a cation radical intermediate that even at room temperature rapidly fragments, releasing a nitroxide and carbocation. Digital simulations of experimental voltammetry and current-time transients suggest that the unimolecular decomposition which yields the "unmasked" nitroxide (TEMPO) is exceedingly rapid...[Show more]

CollectionsANU Research Publications
Date published: 2018
Type: Journal article
Source: Journal of the American Chemical Society
DOI: 10.1021/jacs.7b11628
Access Rights: Open Access


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