%0 Journal Article
%T Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: 1H-NMR spectroscopic study
%A R. MARKOVIC
%A A. SHIRAZI
%A Z. DZAMBASKI
%A M. BARANAC
%J Journal of the Serbian Chemical Society
%D 2003
%I Serbian Chemical Society
%X Application of dynamic 1H-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes in CDCl3 consist of the intramolecularly H-bonded (E)-isomer and intermolecularly H-bonded (Z)-isomer in varying proportions which depend on the solvent polarity. For the representative of the series, (Z)-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone, a concentration effect on the degree of intermolecular hydrogen bonding in apolar CDCl3 has been studied.
%K push-pull alkenes
%K hydrogen bonding
%K 1H-NMR spectroscopy
%U http://www.shd.org.yu/HtDocs/SHD/Vol68/No1/V68-No1-01.pdf