Показать сокращенную информацию
dc.contributor.author | Kiselev V.D. | |
dc.contributor.author | Kolesnikova A.O. | |
dc.contributor.author | Shulyatiev A.A. | |
dc.contributor.author | Dinikaev I.F. | |
dc.contributor.author | Kornilov D.A. | |
dc.date.accessioned | 2022-02-09T20:34:04Z | |
dc.date.available | 2022-02-09T20:34:04Z | |
dc.date.issued | 2021 | |
dc.identifier.issn | 0538-8066 | |
dc.identifier.uri | https://dspace.kpfu.ru/xmlui/handle/net/169070 | |
dc.description.abstract | This work reports new studies of the activity and Diels–Alder kinetics of a series of dienophiles: tetracyanoethylene (1), 2,3-dicyano-p-benzoquinone (10), and N-phenylimide-1,4-benzoquinone-2,3-dicarboxylic acid (11). Rate differences are interpreted in terms of the donor–acceptor properties of the reagents. The relative π-acceptor properties of the dienophiles are probed by measuring their interaction energies with a series π-donor solvents: benzene, toluene, o-xylene, and chlorobenzene. The normalized interaction energies of 1, 10, and 11 are found to be 100:64:28. Despite the increased energy of the donor–acceptor interaction, dienophile 10 is 255 times less active in the reaction with 9,10-dimethylanthracene than 11. It is suggested that this is due to the significantly lower energy of π-bond cleavage in bicyclic dienophile 11, compared with monocyclic 10. | |
dc.relation.ispartofseries | International Journal of Chemical Kinetics | |
dc.subject | 2 | |
dc.subject | 3-dicarboxylic acid | |
dc.subject | 3-dicyano-p-benzoquinone | |
dc.subject | 4-benzoquinone-2 | |
dc.subject | Diels–Alder reaction | |
dc.subject | N-phenylimide-1 | |
dc.subject | rate constant | |
dc.subject | reaction enthalpy | |
dc.title | Sharp difference in the rate of formation and stability of the Diels–Alder reaction adducts with 2,3-dicyano-1,4-benzoquinone and N-phenylimide-1,4-benzoquinone-2,3-dicarboxylic acid | |
dc.type | Article | |
dc.relation.ispartofseries-issue | 12 | |
dc.relation.ispartofseries-volume | 53 | |
dc.collection | Публикации сотрудников КФУ | |
dc.relation.startpage | 1306 | |
dc.source.id | SCOPUS05388066-2021-53-12-SID85113732641 |