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N-hydroxy-N-arylacetamides. VI. Chemical and electrochemical oxidation of N-hydroxy-N-arylacetamides
Ist Teil von
Journal of physical organic chemistry, 1990-10, Vol.3 (10), p.687-693
Ort / Verlag
Sussex: John Wiley & Sons Ltd
Erscheinungsjahr
1990
Link zum Volltext
Quelle
Wiley Online Library
Beschreibungen/Notizen
The electrochemical behaviour of seven N‐hydroxy‐N‐arylacetamides (RNOHCOCH3, R = phenyl, 4‐chlorophenyl, 3,4‐dichlorophenyl, 4‐ethoxyphenyl, 4‐biphenylyl, 2‐fluorenyl and 2‐phenanthryl) was investigated by cyclovoltammetry. Each compound showed two different oxidation potentials, attributed to a quasi‐reversible one‐electron transfer in the range between 0·55 and 0·63 V and an irreversible transfer of a second electron between 0·80 and 1·20 V. Since the one‐electron oxidation of N‐hydroxy‐N‐arylacetamides gives the corresponding nitroxides, the kinetics of the self‐reaction of these radicals and the concentration dependence of the product pattern were also studied.