Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Comparative Studies on Two Fluoro-Substituted 2-Pyrazoline Derivatives with Experimental and Theoretical Methods

  • Guo, Huan-Mei (Microscale Science Institute, Weifang College) ;
  • Wang, Xian (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology) ;
  • Jian, Fang Fang (Microscale Science Institute, Weifang College,New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology) ;
  • Xiao, Hai Lian (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology) ;
  • Zhao, Pu Su (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology)
  • Published : 2009.05.20
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Abstract

Two fluoro-substituted 2-pyrazoline derivatives, 1-phenyl-3-(4-methoxyphenyl)-5-(4-fluorophenyl)-2-pyrazoline (1) and 1-phenyl-3-(4-methoxyphenyl)-5-(2-fluoro-phenyl)-2-pyrazoline (2) have been synthesized and characterized by elemental analysis, IR, UV-Vis and fluorescence spectra. The crystal structure of 1 has been determined by X-ray single crystal diffraction. For the two compounds, density functional theory (DFT) calculations of the structures and natural population atomic charge analysis (NPA) have been performed at B3LYP/6-311G** level of theory. By using TD-DFT method, electron spectra of 1 and 2 have been predicted, which are very approximate with the experimental ones. Comparative studies on 1 and 2 indicate that the location change of fluorine atom in 5-position phenyl ring of 2-pyrazoline does not make significant change of geometries and electronic transition bands, but it leads to evident change of atomic charge distributions and peak intensities of UV and fluorescence spectra.

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References

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