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.

Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry : MRC. - 1985. - 55(2017), 8 vom: 15. Aug., Seite 730-737
1. Verfasser: Osipov, Alexander K (VerfasserIn)
Weitere Verfasser: Anis'kov, Alexander A, Grinev, Vyacheslav S, Yegorova, Alevtina Yu
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2017
Zugriff auf das übergeordnete Werk:Magnetic resonance in chemistry : MRC
Schlagworte:Journal Article E/Z isomerization arylaminomethylene derivatives of furanones condensation configuration furan-2(3H)-ones push-pull olefins triethyl orthoformate
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520 |a 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 
650 4 |a Journal Article 
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650 4 |a triethyl orthoformate 
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700 1 |a Grinev, Vyacheslav S  |e verfasserin  |4 aut 
700 1 |a Yegorova, Alevtina Yu  |e verfasserin  |4 aut 
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