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1 H NMR studies on thioamides: Barriers to internal rotation
Author(s) -
Lepoivre J. A.,
Desseyn H. O.,
Alderweireldt F. C.
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.1270060510
Subject(s) - nitrobenzene , chemistry , internal rotation , naphthalene , proton , proton nmr , resonance (particle physics) , medicinal chemistry , analytical chemistry (journal) , crystallography , nuclear magnetic resonance , stereochemistry , organic chemistry , atomic physics , physics , catalysis , mechanical engineering , quantum mechanics , engineering
The barrier to the internal rotation of the dimethylamino group in thioamides of structure RCSN(CH 3 ) 2 , R being (CH 3 ) 2 ,NCS, CH 3 O 2 C or NC, is studied by proton magnetic resonance, using the lineshape analysis method of Nakagawa. In the solvents o ‐dichlorobenzene, naphthalene and nitrobenzene all Δ G ≠ values are in the range of 23 to 24 kcal/mol. In these solvents the E a and Δ S ≠ values of each product are linearly related to the dielectric constants.