ChemInform Abstract: REACTION OF DI‐TERT‐BUTYL NITROXIDE RADICALS

Lissi, E. A.; Rubio, Marı́a A.; Araya, D.; Zanocco, G

doi:10.1002/chin.198112190

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(1 citation statement)

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“…The reaction of 4-substituted TEMPO piperidine aminoxyl radicals with ascorbic acid proceeds with a 2 : 1 stoichiometry to generate the corresponding hydroxylamine and dehydroascorbic acid (Scheme 15) [74,75]. The reaction was determined to be first order for the aminoxyl radical [76,77]. Ingold et al [78,79] proposed that the reaction proceeds through the following mechanism (Scheme 16).…”

Section: Scheme 15mentioning

confidence: 99%

Electron transfer reactions of piperidine aminoxyl radicals

Zhang

Liu

2010

Chin. Sci. Bull.

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This review article summarizes the electron transfer reactions of piperidine aminoxyl radicals. Electrochemical studies revealed the single electron transfer nature of piperidine aminoxyl radicals. In solution, piperidine aminoxyl radicals serve as single electron transfer oxidation reagent to react with various biologically interesting molecules such as glutathione, cysteine, ascorbic acid, and amines. The reaction product distribution, reaction kinetics, intermediates, and the reaction features in biological mimic environments including micelles and cyclodextrins were investigated. Oxoammonium salts, the one-electron transfer oxidation products of piperidine aminoxyl radicals, are agents of organic synthesis to selectively generate ketones or di-ketones from alcohols or ketones bearing α-methylene group under mild conditions. The new reactions of oxoammonium salts with aromatic amines, phenols, heterocycles including phenothiazines, papaverine, and bilirubin are also illustrated. aminoxyl radical, nitroxide, nitroxyl radical, iminoxyl radicals, oxoammonium salt, electron transfer, reduction and oxidation Citation:Zhang F, Liu Y C. Electron transfer reactions of piperidine aminoxyl radicals.

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Section: Scheme 15mentioning

confidence: 99%