85673-18-3Relevant academic research and scientific papers
STEREOCHEMISTRY OF SOME SUBSTITUTED 2-FURYL- AND 2-THIENYL ETHYLENE DERIVATIVES. 1H NMR STUDY
Dandarova, Miloslava,Kovac, Jaroslav,Vegh, Daniel,Zvak, Vladimir
, p. 3412 - 3417 (2007/10/02)
Stereochemistry of (E)- and (Z)-1-(5-nitro-2-furyl)-2-Y-ethylenes and 1-(5-nitro-2-thienyl)-2-Y-ethylenes (where Y=CH3O, 4-CH3C6H4O, N3 and Br) and of E and Z isomers of methyl 2-methyl-3-(2-furyl)propenoate and methyl 2-methyl-3-(2-thienyl)propenoate was studied by 1H NMR spectroscopy.With 1-(5-nitro-2-furyl)-2-Y-ethylenes, it was found that the preferred conformation of the furyl substituent relative to the side chain double bond is s-trans in the E isomers and s-cis in the Z isomers.The s-cis conformation is prevailing in both isomers of methyl 2-methyl-3-(2-furyl)propenoate.The E and Z isomers of all studied thiophene derivatives exist in the s-trans conformation.
