Synthesis, Spectroscopic and Computational Studies of (E)-2-(2,3-dihydroxy)-benzylidene)amino)-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

Authors : Naki Çolak, Saliha Altıner, Zarife Sibel Şahin, Ayla Balaban Gündüzalp

Pages : 245-254

View : 39 | Download : 10

Publication Date : 2017-09-20

Article Type : Research Paper

Abstract :Aromatic/heteroaromatic Schiff base was synthesized by the reaction of 2-amino-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile with 2,3-dihydroxybenzaldehyde. Titled compound was characterized by elemental analysis, FT-IR, 1H NMR, 13C-APT NMR and single crystal X-ray diffraction methods. Imine compound was crystallized in triclinic crystal system with space group P-1. X-ray studies reveal that our molecule is stabilized by O-H···N and C-H···O hydrogen bonds and intermolecular π∙∙∙π interactions. The molecular structure of Schiff base was optimized by density functional theory insert ignore into journalissuearticles values(DFT); method using B3LYP/6-311+Ginsert ignore into journalissuearticles values(2d,p); quantum set in Gaussian 09W software program. The chemical shifts and geometrical parameters were also computed by the same quantum level and compared with the experimental results of insert ignore into journalissuearticles values(E);-2-insert ignore into journalissuearticles values(2,3-dihydroxy);-benzylidene);amino);-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile.
Keywords : aminothiophenes, Crystal structure, Aminothiophenes, Gewald methods, DFT method