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Five new heterocyclic Schiff base derived from tetrahydrobenzo[b]thiophene were synthesized by condensation reaction of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile with aromatic aldehydes in dimethylformamide containing ZnCl2. The new Schiff bases were characterized on the basis of FT-IR, 1H NMR, and 13C NMR spectral data. In addition, optimized geometries and assignment of the 1H NMR chemical shifts of the synthesized compounds were computed using the density functional theory (DFT) approaches. Good agreement between the DFT-calculated 1H NMR chemical shifts and corresponding experimental values confirms suitability of the optimized geometries for the synthesized Schiff bases. Characteristics of the bonding interactions have explored using the quantum theory of atoms in molecule (QTAIM) analysis.

eurasian chemical communications

Synthesis, characterization, and molecular structure investigation of new tetrahydrobenzo[b]thiophene-based Schiff bases: A combined experimental and theoretical study