
%0 Journal Article
%A Sevenard, Dmitri V. 
%A Sosnovskikh, Vyacheslav Ya. 
%A Schroeder, Grzegorz 
%A Röschenthaler, Gerd-Volker 
%T 3-Polyfluoroacylmethylenephthalides: Synthesis and Structure
%J Australian Journal of Chemistry
%D 2001/11/29
%V 54
%N 5
%P 335-341
%K 
%R https://doi.org/10.1071/CH01086
%U https://www.publish.csiro.au/paper/CH01086 
%X 3-Polyfluoroacylmethylenephthalides (RF = CF3, CF2CF2H, C2F5) can be synthesized conveniently by cyclodehydration of 1-(2-carboxyphenyl)-3-polyfluoroalkylpropane-1,3-diones, obtained from o-acetylbenzoic acid and polyfluorinated esters, as a separable mixture of Z- and E-isomers. In solution, the Z- and E-isomers of 3-polyfluoroacylmethylenephthalides are interconvertable. For CD3CN and (CD3)2SO solutions of 1-(2-carboxyphenyl)-3-polyfluoroalkylpropane-1,3-diones a ring&#8211;chain tautomerism is observed. The structures of the new compounds have been determined by heteronuclear nuclear magnetic resonance (NMR) spectroscopy and nuclear Overhauser effect (NOE) experiments. 
