Synthesis, NMR, DFT, GRD, MEP, FMO's analysis and comparison of E and Z-isomer of N'-((4-bromothiophen-2-yl)methylene)naphthalene-2-sulfonohydrazide

A novel Schiff base N'-((4-bromothiophen-2-yl) methylene) naphthalene-2sulfonohydrazide ligand was prepared by condensation of equivalents amount of naphthalene -2- sulfonylhydrazide with 4-bromo-2-thiophenecarboxaldehyde. The newly synthesized ligand was isolated in excellent yield. CHN-EA, UV-Vis., GC/MS, FT-IR, H-1 and C-13 NMR were used to determine the structure of the desired ligand. Density functional theory DFT B3LYP/6-311G(d,p) was performed to optimize the E and Z-structural isomerization process. Several quantum calculations parameters like optimized bond length, angles ant torsional angels in addition to HOMO/LUMO, GRD and MEP map, for both E and Z isomers have been calculated and compared under the same level of theory.