Synthesis, characterization of (3E)-1-(6-chloro-2-methyl-4-phenyl quinolin-3-Yl)-3-aryl prop-2-en-1-ones through IR, NMR, single crystal X-ray diffraction and insights into their electronic structure using DFT calculations

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 5:136 Pt B:1010-7. doi: 10.1016/j.saa.2014.09.124. Epub 2014 Oct 6.

Abstract

3E-1-(6-Chloro-2-methyl-4-phenylquinolin-3-yl)-3-arylprop-2-en-1-ones were synthesized and characterized by FTIR, (1)H NMR, (13)C NMR, HSQC, DEPT-135. In addition the compound 3E-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(2,5-dimethoxyphenyl)prop-2-en-1-one was subjected to the single crystal X-ray diffraction studies. Density functional theory calculations were carried out for this chalcone and its derivatives to investigate into their electronic structure, chemical reactivity, linear and non-linear optical properties. The structure predicted from DFT for chalcone is in good agreement with the structure from XRD measurement.

Keywords: Chalcones; DFT studies; Linear and non-linear optical properties; Single crystal X-ray studies; Spectral characterization; Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Crystallization
  • Electrons*
  • Magnetic Resonance Spectroscopy*
  • Models, Molecular*
  • Molecular Conformation
  • Quantum Theory*
  • Quinolones / chemical synthesis*
  • Quinolones / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • X-Ray Diffraction

Substances

  • Quinolones