102148-09-4Relevant articles and documents
N.M.R. Spectroscopical Investigations on 2-Acetyl-3-aminoacrylates
Michalik, M.
, p. 908 - 916 (2007/10/02)
The 2-acetyl-3-aminoacrylates 3 exist as Z/E-isomers, in which intramolecular H-bonds are formed between NH and acetyl or ester groups.The E-isomers are favoured due to the greater acceptor ability of the acetyl compared with ester group.In arylamino substituted compounds 3 a linear correlation with ?p constants have been found for 1H chemical shifts of CH and NH protons and for 13C chemical shifts of C-2 and C-3, respectively, representing an optimal transmission of substituent effects through the enamino system.The barriers of rotation around the C=C-bond of 3 h ave been determined by d n.m.r. spectroscopy.From coalescence phenomena the free activation enthalpies ΔG(excit.) of rotational process are determined and discussed with respect to substituent effects, a thermal rotational mechanism is postulated.