Abstract
The equilibrium concentrations of E- and Z-isomers of thiazolidin-4-ones containing exocyclic double bonds in positions 2 and 5 of the cycle were determined in DMSO-d6. The influence of the nature of the substituents on the equilibrium position was found. Electron-releasing substituents stabilize the E,Z-configuration and electron-withdrawing substituents stabilize the Z,Z-configuration. The association constants of E- and Z-2-ethoxycarbonylmethylenethiazolidin-4-ones with the sodium cation were determined by 1H NMR spectroscopy.
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Morzherin, Y.Y., Kosterina, M.F., Berseneva, V.S. et al. E—Z-Izomerization of 2-methylenethiazolidin-4-ones. Russian Chemical Bulletin 51, 1292–1297 (2002). https://doi.org/10.1023/A:1020912932335
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DOI: https://doi.org/10.1023/A:1020912932335