Synthesis, Characterization and Theoretical Calculations of Schiff Base Containing Thiophene Ring System

Year 2017, Volume: 30 Issue: 3, 255 - 265, 20.09.2017

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

Abstract

Schiff base titled as 2-((2-methoxybenzylidene)amino)-6-methyl-4,5,6,7-tetrahydrobenzo[b]
thiophene-3-carbonitrile was obtained by using amine;2-amino-6-methyl-4,5,6,7-tetrahydro
benzo[b]thiophene-3-carbonitrile and 2-methoxybenzaldehyde. Imine compound was
characterized by using elemental analysis, FTIR, NMR (¹³C-APT, ¹H)
techniques and X ray diffraction analysis. X-ray studies reveal that molecule was
singly crystallized in triclinic crystal system with space group P-1. The
optimized structure, chemical shifts (¹H
and ¹³C NMR) and geometrical
parameters (bond lenghts, bond angles and torsion angles) of Schiff base were
obtained by DFT method with B3LYP/6-311+G(2d,p) basis set
in Gaussian 09W software program. The calculated NMR shifts and
geometrical parameters were compared with the experimental results. The frontier molecular orbitals (FMOs) and energy
levels were also determined by this quantum set.

Keywords

Schiff base, Thiophene ring, Gewald methods

References

• [38] Spek, A.L. PLATON-a multipurpose crystallographic tool. Utrecht University, Utrecht