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Configurational and conformational analysis of O ‐vinyl ketoximes by 1 H and 13 C NMR spectroscopy
Author(s) -
Afonin Andrei V.,
Ushakov Igor A.,
Zinchenko Sergei V.,
Tarasova Olga A.,
Trofimov Boris A.
Publication year - 2000
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 - 10.1002/1097-458x(200012)38:12<994::aid-mrc768>3.0.co;2-6
Subject(s) - chemistry , conformational isomerism , moiety , substituent , carbon 13 nmr , homogeneous , nuclear magnetic resonance spectroscopy , chemical shift , nuclear magnetic resonance spectroscopy of nucleic acids , fluorine 19 nmr , computational chemistry , spectroscopy , stereochemistry , molecule , organic chemistry , transverse relaxation optimized spectroscopy , thermodynamics , physics , quantum mechanics
1 H and 13 C chemical shifts and 1 H, 1 H, 13 C, 1 H and 13 C, 13 C coupling constants were determined for a series of O ‐vinyl ketoximes. The analysis suggests that O ‐vinyl ketoximes are conformationally homogeneous. These exist as a mixture of s‐trans/s‐trans and s‐trans/s‐cis conformers, the former being energetically preferable. The proximity effects for 1 H and 13 C NMR parameters allow one to detect the stereo‐orientation of asymmetric substituent relatively to the ketoxime moiety. Copyright © 2000 John Wiley & Sons, Ltd.