Study of E/Z isomerization of (arylamino)methylidenefuran-2(3H)-ones by 1 H, 13 C, 15 N spectroscopy and DFT calculations in different solvents
Copyright © 2017 John Wiley & Sons, Ltd.
| Publié dans: | Magnetic resonance in chemistry : MRC. - 1985. - 55(2017), 8 vom: 15. Aug., Seite 730-737 |
|---|---|
| Auteur principal: | |
| Autres auteurs: | , , |
| Format: | Article en ligne |
| Langue: | English |
| Publié: |
2017
|
| Accès à la collection: | Magnetic resonance in chemistry : MRC |
| Sujets: | Journal Article E/Z isomerization arylaminomethylene derivatives of furanones condensation configuration furan-2(3H)-ones push-pull olefins triethyl orthoformate |
| Résumé: | Copyright © 2017 John Wiley & Sons, Ltd. The structure and configuration of the series of previously unknown arylaminomethylidenefuran-2(3H)-ones have been determined in solution by 1 H, 13 C, 15 N nuclear magnetic resonance spectroscopy including two-dimensional experiments such as 1 H─1 H COSY, dqCOSY, 1 H─13 C HSQC, 1 H─13 C HMBC. It was found that synthesized substances exist as an equilibrium mixture of E- and Z-enamines in solution. It was established on the basis of density functional theory calculations that the exchange between the two push-pull enamines is a simple rotation around an exocyclic partial double bond that depends on the effect of the solvents. Copyright © 2017 John Wiley & Sons, Ltd |
|---|---|
| Description: | Date Completed 05.03.2018 Date Revised 05.03.2018 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
| ISSN: | 1097-458X |
| DOI: | 10.1002/mrc.4583 |