Abstract
The geometric isomerism and tautomeric equilibrium of 5-fluoroalkyl-3-acetyldihydrofuran-2(3H)-ones obtained by condensation of (perfluoroalkyl)methyloxiranes with acetoacetic ester were studied. In the solid state the acyl-γ-lactones are in diketo form, mainly as cis isomer, whose structure is confirmed by the data of X-ray structural investigation, while in solution an equilibrium exists of cis-trans isomers and an enol form, as established by 1D and 2D methods of 1H, 13C, and 19F NMR spectroscopy.
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