H. Satonaka
Feb 1, 1984
Citations
0
Influential Citations
7
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The 1H NMR spectra and IR C=O stretching frequencies of methyl [trans-β-(3-, 4-, and 5-substituted 2-thienyl)acrylate]s are reported. The chemical shifts of the ring protons in methyl [trans-β-(4- and 5-substituted 2-thienyl)acrylate]s are correlated linearly with those of the corresponding protons in substituted thiophenes and methyl (substituted 2-thiophenecarboxylate)s. The substituent effects on the chemical shifts of α-protons in methyl [trans-β-(3- and 5-substituted 2-thienyl)acrylate]s have been interpreted by the mesomeric effect of the substituentes. The plots of the coupling constants in methyl [trans-β-(substituted 2-thienyl)acrylate]s against those in substituted thiophenes and methyl (substituted 2-thiophenecarboxylate)s gave good linear correlations. The IR C=O stretching wave numbers showed a narrow range of variation. The coupling constants in methyl [trans-β-(substituted 2-thienyl)acrylate]s were found to vary linearly with the electronegativity of the substituents.