Abstract
On the basis of their structure, aminoxyls can be divided into two main groups;1 (i) stable aminoxyls with the unpaired electron mainly localized on the N-O· group such as 2,2,6,6-tetramethylpiperidine-1-oxyl or 2,2,5,5-pyrrolidine-1-oxyl, and (ii) relatively stable aminoxyls with the unpaired electron delocalized in the molecule through a conjugated π-system, i.e., alkyl-aryl or diaryl aminoxyls. The well studied chemical behaviour of the two different groups (e.g., reduction to hydroxylamine,2 oxidation to oxoammonium salts,3 addition of hydrocarbon radicals,4 etc.), is quite similar and differs only in the disproportionation reaction,5 which in solution is a spontaneous process for most of the aminoxyls of the second group. The reactivity of the very stable tetramethylpiperidino and pyrrolidino aminoxyls has been thoroughly studied,6 whereas the investigation of aryl-alkyl and diaryl aminoxyls is limited due to their instability. In this communication, a brief outline on the chemical behaviour of indolinonic and quinolinic aminoxyls whose N-O· group is conjugated with the π-system of a benzene ring is given, and this is followed by their applications in biological systems.
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Greci, L., Damiani, E., Carloni, P., Stipa, P. (1997). Indolinic and Quinolinic Aminoxyls as Biological Antioxidants. In: Minisci, F. (eds) Free Radicals in Biology and Environment. NATO ASI Series, vol 27. Springer, Dordrecht. https://doi.org/10.1007/978-94-017-1607-9_16
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DOI: https://doi.org/10.1007/978-94-017-1607-9_16
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