KFU. Card publication. 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

Form of presentation

Articles in international journals and collections

Year of publication

2019

Authors, employees of KFU

Anikin Oleg Viktorovich, author

Kiselev Vladimir Dmitrievich, author

Kornilov Dmitriy Anatolevich, author

Other authors

Shulyatev Aleksey Aleksandrovich, Konovalov Aleksandr Ivanovich

Bibliographic description in the original language

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.

Annotation

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

Keywords

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

The name of the journal

JOURNAL OF SOLUTION CHEMISTRY

Publishing house

Springer

URL

https://doi.org/10.1007/s10953-019-00846-6

Please use this ID to quote from or refer to the card

https://repository.kpfu.ru/eng/?p_id=249639&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Anikin Oleg Viktorovich	ru_RU
dc.contributor.author	Kiselev Vladimir Dmitrievich	ru_RU
dc.contributor.author	Kornilov Dmitriy Anatolevich	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/eng/?p_id=249639&p_lang=2	ru_RU
dc.description.abstract	JOURNAL OF SOLUTION CHEMISTRY	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 impurity	ru_RU
dc.language.iso	ru	ru_RU
dc.publisher	Springer	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	Articles in international journals and collections	ru_RU