Казанский (Приволжский) федеральный университет, КФУ
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REACTIVITY VARIATION OF TETRACYANOETHYLENE AND 4‑PHENYL‑1,2,4‑TRIAZOLINE‑3,5‑DIONE IN CYCLOADDITION REACTIONS IN SOLUTIONS
Форма представленияСтатьи в зарубежных журналах и сборниках
Год публикации2019
  • Аникин Олег Викторович, автор
  • Киселев Владимир Дмитриевич, автор
  • Корнилов Дмитрий Анатольевич, автор
  • Другие авторы Шулятьев Алексей Александрович, Коновалов Александр Иванович
    Библиографическое описание на языке оригинала Kiselev V.D., Kornilov D.A., Anikin O.V., Shulyatiev A.A., Konovalov A.I. / Reactivity Variation of Tetracyanoethylene and 4-Phenyl-1,2,4-triazoline-3,5-Dione in Cycloaddition Reactions in Solutions // Journal of Solution Chemistry. ─ 2019. ─ V.48. ─ P.31-44.
    Аннотация The reasons for the very high reactivity and variability of reactivity of two dienophiles, tetracyanoethylene (1) and 4-phenyl-1,2,4-triazoline-3,5-dione (2), in the Diels?Alder reactions were considered. The data on the rate of reactions with anthracene (3), benzanthracene (4) and dibenzanthracene (5) in 14 solvents over a range of temperatures and high pressures, data on the change in the enthalpy of solvation of reagents, transition state, and adducts in the forward and backward reactions, and the enthalpies of these reactions in solution were obtained. Strong π-acceptor dienophile 1 has sharply reduced reactivity in reactions in π-donor aromatic solvents. It was observed that the π-acceptor properties of dienophile 1 disappear upon passage to the transition state and adduct. Large solvent effects on the reaction rate can be predicted for all types of reactions involving tetracyanoethylene. Very high reactivity of dienophiles 1 and, especially, 2 can be useful to catch such impurity
    Ключевые слова High pressure, Diels?Alder reaction, Kinetics, Transition state, Enthalpy
    Название журнала JOURNAL OF SOLUTION CHEMISTRY
    Издательство Springer
    URL https://doi.org/10.1007/s10953-019-00846-6
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