Conclusions
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1.
The authors have investigated the influence of the solvent on the reaction of reversible proton transfer from the hydroxyl group of 3,6-di-tert-butyl-2-hydroxyphenoxyl to triethylamine. The equilibrium constants do not change much with the nature of the solvent, but the rate constants of the forward and reverse reactions are more sensitive.
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2.
These results are explained from the viewpoint that the original radical and the newly formed ion pair of the semiquinone radical anion competitively form complexes with the solvent molecules.
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3.
The authors investigate the isotope effect in this reaction and make an approximate estimate of the acidity of the hydroxyl group of the radical in question.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 761–766, April, 1977.
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Masalimov, A.S., Prokof'ev, A.I., Solodovnikov, S.P. et al. The influence of the solvent and the isotope effect in the reaction of reversible proton transfer from 3,6,-di-tert-butyl-2-hydroxyphenoxyl to triethylamine. Russ Chem Bull 26, 691–695 (1977). https://doi.org/10.1007/BF01108182
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DOI: https://doi.org/10.1007/BF01108182