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Syntheses, electrochemical behaviors, spectral properties and DFT calculations of two 1,3-dithiole derivatives

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Abstract

Two new 1,3-dithiole derivatives, 4,4′-{9-[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-9H-fluorene-2,7-diyl} dipyridine(2a) and 3,3′-{9-[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-9H-fluorene-2,7-diyl} dipyridine(2b) were synthesized and characterized by Fourier transform infrared(FTIR), 1H NMR, 13C NMR and mass spectroscopies. The crystal structure of compound 2b was also studied. The optimized conformations and molecular orbital diagrams of compounds 2a and 2b were illustrated via density functional theory(DFT). By the time-dependent DFT(TD-DFT) method, electronic absorption spectra of compounds 2a and 2b were predicted and the results achieved were in good agreement with the experimental data. The formation of the cationic radical during the electrochemical oxidation process was also proposed.

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, 571158, P. R. China

    Zhigang Niu, Dachao Li, Dong Liu, Dong Xia, Ying Zou, Wei Sun & Gaonan Li

  2. State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, P. R. China

    Gaonan Li

Authors
  1. Zhigang Niu
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  2. Dachao Li
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  3. Dong Liu
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  4. Dong Xia
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  5. Ying Zou
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  6. Wei Sun
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  7. Gaonan Li
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Correspondence to Gaonan Li.

Additional information

Supported by the National Innovation Experiment Program for University Students of China(Nos.201311658021, 201311658023), the Science and Research Project of Education Department of Hainan Province, China(No.Hjkj2013-25) and the Scientific Research Foundation for Young Teachers of Hainan Normal University, China(No.QN1337).

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Niu, Z., Li, D., Liu, D. et al. Syntheses, electrochemical behaviors, spectral properties and DFT calculations of two 1,3-dithiole derivatives. Chem. Res. Chin. Univ. 30, 425–430 (2014). https://doi.org/10.1007/s40242-014-3518-z

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  • DOI: https://doi.org/10.1007/s40242-014-3518-z

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