The effect of the medium polarity on the mechanism of the reaction of hydroxybenzenes with hydrazyl radical in aprotic solvents |
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| Authors: | Email author" target="_blank">N?I?BelayaEmail author A?V?Belyj O?M?Zarechnaya I?N?Scherbakov V?M?Mikhalchuk V?S?Doroshkevich |
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| Institution: | 1.Donetsk National University,Donetsk,Ukraine;2.Litvinenko Institute of Physico-Organic Chemistry and Coal Chemistry,Donetsk,Ukraine;3.Southern Federal University,Rostov-on-Don,Russia |
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| Abstract: | Mechanisms of the reaction of di- and trihydroxybenzenes with 2,2′-diphenyl-1-picrylhydrazyl (stable radical) in aprotic media of different polarity have been elucidated by experimental and quantum-chemical methods. Kinetic, stoichiometric, and activation parameters of the reaction have been determined. In benzene (nonpolar solvent), the studied reaction occurs via the hydrogen atom transfer mechanism; in the polar solvent with weak ionizing ability (i.e. DMSO), the reaction predominantly occurs via the faster mechanism of coupled electron and proton transfer. |
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