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NMR spectroscopic study of rotation around CC and CN bonds in diene δ‐aminocarbonyl compounds
Author(s) -
Prokof'ev E. P.,
Krasnaya Zh. A.,
Kucherov V. F.
Publication year - 1974
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270060412
Subject(s) - double bond , rotation (mathematics) , chemistry , carbon fibers , single bond , carbon 13 nmr , crystallography , nitrogen , character (mathematics) , diene , carbon chain , computational chemistry , stereochemistry , materials science , organic chemistry , group (periodic table) , geometry , mathematics , natural rubber , composite number , composite material
A relatively fast rotation around the α,β carbon–carbon double bond at the equilibrium of geometrical isomers and a comparatively slow rotation around the carbon‐nitrogen single bond in compounds of the type\documentclass{article}\pagestyle{empty}\begin{document}$$ {\rm X}_1 ({\rm X}_2){\rm C}_{\rm \alpha}=\!={\rm C}_\beta {\rm H}-{\rm C}_\gamma {\rm H}=\!={\rm C}_\delta {\rm H}-{\rm N}({\rm R}_1){\rm R}_2 $$\end{document}(X 1 , X 2 are electron‐attracting substituents) were detected and investigated by the NMR technique. The relationships between the free energies of activation for these rotational processes and the character of the substituents, the number of double bonds, solvents and concentration were studied.