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Comparative study on two 2-pyrazoline derivatives with experimental and theoretical methods

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Abstract

Two 2-pyrazoline derivatives of 1-phenyl-3-(4-chlorophenyl)-5-(2-chlorophenyl)-2-pyrazoline (1) and 1-phenyl-3-(4-methylphenyl)-5-(2-chlorophenyl)-2-pyrazoline (2) have been synthesized and characterized by elemental analysis, IR, UV–Vis, and fluorescence spectra. The crystal structure of 2 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 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 in good agreement with the experimental ones. Comparative studies on 1 and 2 indicate that the change of substituted groups in 3-phenyl ring of pyrazoline ring will change the peak intensity and peak locations both in electron spectra and fluorescence spectra.

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Acknowledgments

This work was supported by Huaian Science & Technology Bureau, Jiangsu Province, P. R. China (HAG07025) and Fund of Huanyin Teachers College (07HSBS004, 08HSJSK003). Fund of Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials (JSKC08047).

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Authors and Affiliations

  1. Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, Huaiyin Teachers College, Huaian, Jiangsu, 223300, People’s Republic of China

    Pu Su Zhao, Rong Qing Li & Xiao Jun Sun

  2. New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology, Qingdao, Shandong, 266042, People’s Republic of China

    Pu Su Zhao & Fang Fang Jian

  3. Microscale Science Institute, Weifang College, Weifang, Shandong, 261061, People’s Republic of China

    Huan Mei Guo & Fang Fang Jian

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  1. Pu Su Zhao
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  2. Rong Qing Li
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Correspondence to Pu Su Zhao.

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Zhao, P.S., Li, R.Q., Sun, X.J. et al. Comparative study on two 2-pyrazoline derivatives with experimental and theoretical methods. Struct Chem 20, 443–451 (2009). https://doi.org/10.1007/s11224-009-9436-x

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  • DOI: https://doi.org/10.1007/s11224-009-9436-x

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