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Study of rotation barriers in N,N-dimethylnicotinamide and quaternary salt derivatives by proton NMR. A correlation of rotation barriers of N,N-dimethylamides with carbon-13 chemical shifts

✍ Scribed by J. A. Lepoivre; R. A. Dommisse; F. C. Alderweireldt

Publisher: John Wiley and Sons
Year: 1975
Tongue: English
Weight: 380 KB
Volume: 7
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270070906

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✦ Synopsis

Abstract

The rotational barrier in the N,N‐dimethylamide group is studied by proton NMR for N,N‐dimethylnicotinamide and two quaternary salts in aqueous solution. The carbon‐13 NMR spectra of a number of aromatic N,N‐dimethylamides are discussed. A roughly linear correlation is found between the Δ__G__^≠^ values of the rotation barriers and the chemical shifts of the carbon atom substituted by the amide group.

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## Abstract The ^13^C solvent induced chemical shifts (SICS) of the carbonyl carbon and the thermodynamic barriers to rotation about the CN bond of __N__,__N__‐dimethylbenzamide are linearly related to the solvent parameter, __E__~T~(30). A multi‐parametric solvent parameter approach indicates tha