КФУ. Карточка публикации. Reactivity Variation of Tetracyanoethylene and 4-Phenyl-1,2,4-Triazoline-3,5-Dione in Cycloaddition Reactions in Solutions

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REACTIVITY VARIATION OF TETRACYANOETHYLENE AND 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE IN CYCLOADDITION REACTIONS IN SOLUTIONS

Форма представления

Статьи в зарубежных журналах и сборниках

Год публикации

2019

Язык

английский

Авторы, сотрудники КФУ

Шулятьев Алексей Александрович, автор

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 carcinogenic impurities such as 3–5 and neutralize them by transformation into less dangerous adducts.

Ключевые слова

High pressure, Diels?Alder reaction, Kinetics, Transition state, Enthalpy

Название журнала

J SOLUTION CHEM

URL

https://link.springer.com/article/10.1007/s10953-019-00846-6?utm_source=getftr&utm_medium=getftr&utm_campaign=getftr_pilot#citeas

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https://repository.kpfu.ru/?p_id=271795

Полная запись метаданных

Поле DC	Значение	Язык
dc.contributor.author	Шулятьев Алексей Александрович	ru_RU
dc.date.accessioned	2019-01-01T00:00:00Z	ru_RU
dc.date.available	2019-01-01T00:00:00Z	ru_RU
dc.date.issued	2019	ru_RU
dc.identifier.citation	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.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/?p_id=271795	ru_RU
dc.description.abstract	J SOLUTION CHEM	ru_RU
dc.description.abstract	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 carcinogenic impurities such as 3–5 and neutralize them by transformation into less dangerous adducts.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	High pressure	ru_RU
dc.subject	Diels?Alder reaction	ru_RU
dc.subject	Kinetics	ru_RU
dc.subject	Transition state	ru_RU
dc.subject	Enthalpy	ru_RU
dc.title	Reactivity Variation of Tetracyanoethylene and 4-Phenyl-1,2,4-Triazoline-3,5-Dione in Cycloaddition Reactions in Solutions	ru_RU
dc.type	Статьи в зарубежных журналах и сборниках	ru_RU