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 | Zendy

Osipov Alexander K. | Zendy; Anis'kov Alexander A. | Zendy; Grinev Vyacheslav S. | Zendy; Yegorova Alevtina Yu. | Zendy

Premium

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

Author(s) -

Osipov Alexander K.,

Anis'kov Alexander A.,

Grinev Vyacheslav S.,

Yegorova Alevtina Yu.

Publication year - 2017

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.4583

Subject(s) - chemistry , isomerization , density functional theory , spectroscopy , nuclear magnetic resonance spectroscopy , computational chemistry , resonance (particle physics) , heteronuclear single quantum coherence spectroscopy , chemical shift , crystallography , analytical chemistry (journal) , stereochemistry , atomic physics , organic chemistry , quantum mechanics , physics , catalysis

The structure and configuration of the series of previously unknown arylaminomethylidenefuran‐2(3 H )‐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.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research