Form of presentation | Articles in international journals and collections |
Year of publication | 2019 |
Язык | английский |
|
Shulyatev Aleksey Aleksandrovich, author
|
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 carcinogenic impurities such as 3–5 and neutralize them by transformation into less dangerous adducts. |
Keywords |
High pressure, Diels?Alder reaction, Kinetics, Transition state, Enthalpy |
The name of the journal |
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 |
Please use this ID to quote from or refer to the card |
https://repository.kpfu.ru/eng/?p_id=271795&p_lang=2 |
Full metadata record ![](https://shelly.kpfu.ru/pdf/picture/arrow_black_right.gif) |
Field DC |
Value |
Language |
dc.contributor.author |
Shulyatev Aleksey Aleksandrovich |
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=271795&p_lang=2 |
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 |
Articles in international journals and collections |
ru_RU |
|