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Reactivity and mechanism of action of selenochromenes used as an inhibitor for the radical chain oxidation of 1,4-dioxane

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Abstract

Organometallic compounds based on selenochromene are known as potential drugs. Currently in the creation of new drugs in pharmacology their role as antioxidants is given great importance, since this characteristic is important for inhibiting the possible radical chain oxidation processes of cell membrane lipids, which is the cause of much pathology. In this regard an important task of researchers is to study the mechanism and quantitative characteristics of the effectiveness of their antioxidative action. In this work, based on the previously studied kinetics of the antioxidant action of the additives 2-(4-biphenyl)-5,6-dihydro-4H-benzo-[h]-selenochromene (S1) and 2-(4-chlorophenyl)-4-phenyl-5,6-dihydro-4H-benzo-[h]-selenochromene (S2) in a model reaction of radical-chain oxidation of 1,4-dioxane (Khairullina et al. in Kinet Catal 54:14–17, 2013), by means of mathematical modeling a kinetic model of the process was constructed, with the help of which the analysis of the reaction mechanism was carried out, a complete kinetic picture of the process was obtained and stage rate constants.

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Fig. 1
Scheme 1

The numbering used in the literature for this type of reaction. where, \(I\)—initiator, \(RH\)—1,4-dioxane. \( R^{*} \) and \( RO_{2}^{*} \)—it is alkyl and peroxyl radicals. \(InH\) and \(In^{ * }\)—the studied antioxidant and its radical

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Acknowledgements

This work was supported by RSF, Project No. 19-73-20073.

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Authors and Affiliations

  1. Chemical Faculty, Department of Physical Chemistry and Chemical Ecology, Bashkir State University, Ufa, Republic of Bashkortostan, Russia

    Anatoly Ya. Gerchikov, Gulnaz M. Sharipova, Irina V. Safarova, Natalya V. Kurmakaeva & Veronika R. Hairullina

  2. Faculty of Mathematics and Information Technology, Department of Mathematical Modeling, Bashkir State University, Ufa, Republic of Bashkortostan, Russia

    Semen I. Spivak

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  1. Anatoly Ya. Gerchikov
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  2. Gulnaz M. Sharipova
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  3. Irina V. Safarova
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  5. Veronika R. Hairullina
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  6. Semen I. Spivak
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Correspondence to Gulnaz M. Sharipova.

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Gerchikov, A.Y., Sharipova, G.M., Safarova, I.V. et al. Reactivity and mechanism of action of selenochromenes used as an inhibitor for the radical chain oxidation of 1,4-dioxane. Reac Kinet Mech Cat 131, 89–100 (2020). https://doi.org/10.1007/s11144-020-01836-2

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