Experimental and theoretical study of the substituent type and position effects on 3-(substituted phenyl)-cis-4,5-dihydroisoxazole- 4,5-diyl)bismethylene)diacetate derivatives

Abstract

Effects of the substituent type and the position (X = -H, -p-CH3, -p-C2H5, -p-CF3, -p-Br, -p-Cl, -p-CN, -m-F, -m-NO2) on 3-(substituted phenyl)-cis-4,5-dihydroisoxazole-4,5-diyl)bis(methy­lene)diacetate derivatives are investigated experimentally FTIR and UV-Vis and theoretically using the density functional theory (DFT) at the B3LYP/6-311G(d,p) level of theory. The influence of these substituents on the frontier molecular orbital analysis of the investigated series is discussed using DFT. The absorption spectra (UV-Vis spectra) of all the derivatives in the gas phase and the chloroform solvent simulated using the time-dependent density functional theory (TD-DFT) are compared with those obtained experimentally.