Collect. Czech. Chem. Commun. 1986, 51, 889-898

1H and 13C NMR study of some substituted 2-furyl- and 2-thienylethylene derivatives

Miloslava Dandárováa, Daniel Végha, Jaroslav Kováča, Igor Goljerb, Nadežda Prónayováb and Katarína Špirkováa

a Department of Organic Chemistry
b Central Laboratory of Chemical Technic, Faculty of Chemical Technology, Slovak Institute of Technology, 812 37 Bratislava


The 1H and 13C NMR spectral data of 1-(5-nitro-2-furyl)-2-X-2-Y-ethylenes and some their thienyl analogues are presented. Geometrical arrangement of the trisubstituted ethylenes was adduced from vicinal coupling constants 3J(C, H) for the carbon atom at the functional group attached to the double bond and the ethylene proton. The orientation of the heterocyclic ring towards the double bond of the side chain was determined from the 1H NMR data. The preferred s-cis or s-trans conformations of 5-nitro-2-furylethylene derivatives is substituent at the double bond dependent; all thiophene derivatives under study were found in the s-trans conformation.