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EPR study of radical products generated from N-alkylbenzylamines by the action of some peroxo and lead(IV) agents

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Abstract

To understand the behavior of secondary amines in the role of antioxidants, in more detail, the radical transformations of N-alkylbenzylamines in the presence of different agents were investigated using EPR spectroscopy. The aminoxyl radicals prepared by the reaction with 3-chloroperbenzoic acid undergo the transformations at alkyl substituent by the addition of t-BuO2· radicals, secondary aminoxyls being the main radical product. The reaction with redox agents like PbO2 and/or Pb(OAc)4 also mostly proceeds at the alkyl substituents and results in the generation of C-centered radicals detectable by spin trapping method.

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Acknowledgments

This paper was supported by the Ministry of Education of the Czech Republic under research project FCH-S-13-1878 and 7AMB12SK103.

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Authors and Affiliations

  1. Faculty of Chemistry, Brno University of Technology, 61200, Brno, Czech Republic

    Lenka Šafaříková & Ladislav Omelka

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  1. Lenka Šafaříková
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  2. Ladislav Omelka
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Correspondence to Ladislav Omelka.

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Šafaříková, L., Omelka, L. EPR study of radical products generated from N-alkylbenzylamines by the action of some peroxo and lead(IV) agents. Monatsh Chem 146, 79–87 (2015). https://doi.org/10.1007/s00706-014-1317-3

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  • DOI: https://doi.org/10.1007/s00706-014-1317-3

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