Abstract
New polyfunctional aromatic, nitroaromatic, and heterocyclic compounds linked to the 2,6-di-tert-butylphenol moiety via –NH–, –C(O)NH–, –S–, or–C=N– spacers were synthesized. These structures provide intramolecular charge transfer (ICT) and exhibit antioxidant activity. The structures of the new compounds were established by X-ray diffraction. The novel compounds were evaluated for antioxidant activity using the DPPH assay. The presence of the 2,4,6-trinitrophenyl moiety in combination with the –NH– spacer leads to a considerable increase in the antioxidant activity of 2,6-di-tert-butylphenols. These compounds are also weak lipoxygenase inhibitors. The results of this study provide an opportunity to search for new types of antioxidants with ICT.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0712–0720, April, 2018.
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Mikhalev, O.V., Shpakovsky, D.B., Gracheva, Y.A. et al. Synthesis and study of new phenolic antioxidants with nitroaromatic and heterocyclic substituents. Russ Chem Bull 67, 712–720 (2018). https://doi.org/10.1007/s11172-018-2127-2
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DOI: https://doi.org/10.1007/s11172-018-2127-2