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Hindered rotation of the dimethylamino and dimethylthioamide groups in two ortho substituted N,N-dimethylthiobenzamides

✍ Scribed by R. Lozac'h; L. Legrand; J. Sandström

Publisher: John Wiley and Sons
Year: 1975
Tongue: English
Weight: 346 KB
Volume: 7
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270070113

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✦ Synopsis

Abstract

Hindered rotation in two o‐substituted N,N‐dimethylthiobenzamides was investigated by variable temperature ^1^H NMR spectroscopy. For one compound, the enthalpies and entropies of activation for (i) thioamide group rotation around the ArC bond and (ii) dimethylamino group rotation around the CN bond were obtained by full line shape analysis; a possible coupling between the two processes is discussed. A new simple method has also been applied to the analysis of dimethylamino exchange and results are in complete agreement with the full line shape analysis with somewhat better precision.

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