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Redox properties of novel pyrrolidine derivatives containing sterically hindered phenol fragment

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Abstract

The method of cyclic voltammetry on a platinum electrode in acetonitrile is used to study the redox properties of a number of novel pyrrolidine derivatives containing a sterically hindered phenol fragment. It is found that the obtained derivatives of (3,5-di-tert-butyl-4-hydroxyphenyl)pyrrolidine-2-carboxylic acid are irreversibly oxidized in two stages with formation of a phenoxy radical. The structural analogue containing no phenyl fragment is irreversibly oxidized under similar conditions in a single stage. Formation of a stable phenoxy radical from synthesized (3,5-di-tert-butyl-4-hydroxyphenyl)pyrrolidines under PbO2 oxidation is confirmed by ESR spectroscopy. Application of the synthesized compounds as antioxidant agents has been suggested.

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Correspondence to V. P. Osipova.

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Original Russian Text © V.P. Osipova, N.A. Antonova, N.T. Berberova, A.I. Poddel’skii, K.V. Kudryavtsev, 2011, published in Elektrokhimiya, 2011, Vol. 47, No. 10, pp. 1200–1204.

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Osipova, V.P., Antonova, N.A., Berberova, N.T. et al. Redox properties of novel pyrrolidine derivatives containing sterically hindered phenol fragment. Russ J Electrochem 47, 1119–1124 (2011). https://doi.org/10.1134/S1023193511100156

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  • DOI: https://doi.org/10.1134/S1023193511100156

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