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Vol. 26 No. 24 (2014)

Copyright (c) 2014 Xin Shu1, Jing Li2, Ming-Kai Li1

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Crystal Structure, Photoluminescent and Theoretical Studies of 3-Acetyl-8-methoxy-coumarin Derivatives

https://doi.org/10.14233/ajchem.2014.17865
Xin Shu1
1Department of Pharmacology, School of Pharmacy, The Fourth Military Medical University, Xi'an, P.R. China 2School of Chemistry and Chemical Engineering, Xi'an University, Xi'an, P.R. China *Corresponding author: E-mail: mingkai@fmmu.edu.cn
Jing Li2
1Department of Pharmacology, School of Pharmacy, The Fourth Military Medical University, Xi'an, P.R. China 2School of Chemistry and Chemical Engineering, Xi'an University, Xi'an, P.R. China *Corresponding author: E-mail: mingkai@fmmu.edu.cn
Ming-Kai Li1
1Department of Pharmacology, School of Pharmacy, The Fourth Military Medical University, Xi'an, P.R. China 2School of Chemistry and Chemical Engineering, Xi'an University, Xi'an, P.R. China *Corresponding author: E-mail: mingkai@fmmu.edu.cn

Corresponding Author(s) : Xin Shu1

Asian Journal of Chemistry, Vol. 26 No. 24 (2014)

Abstract

3-Acetyl-8-methoxy-coumarin and its derivative 3-(2,2'-dibromoacetyl)-8-methoxy-coumarin were synthesized and characterized. The structure of 3-(2,2'-dibromoacetyl)-8-methoxy-coumarin was verified by single-crystal X-ray crystallography. The UV-visible absorption and fluorescence of 3-acetyl-8-methoxy-coumarin and 3-(2,2'-dibromoacetyl)-8-methoxy-coumarin were also studied. Both compounds exhibit strong blue emission under ultraviolet light excitation. The molecular structure of 3-(2,2'-dibromoacetyl)-8-methoxy-coumarin was optimized using density functional theory at the B3LYP/6-31G(d) level, showing that the optimized geometer parameters are in good agreement with the experimental data. In addition, the HOMO and LUMO levels of 3-acetyl-8-methoxy-coumarin and 3-(2,2'-dibromoacetyl)-8-methoxy-coumarin were deduced.

Keywords

Coumarin Crystal structure UV-visible Fluorescence Density functional theory.
Shu1, X., Li2, J., & Li1, M.-K. (2014). Crystal Structure, Photoluminescent and Theoretical Studies of 3-Acetyl-8-methoxy-coumarin Derivatives. Asian Journal of Chemistry, 26(24), 8427–8430. https://doi.org/10.14233/ajchem.2014.17865
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References
  1. K.C. Fylaktakidou, D.J. Hadjipavlou-Litina, K.E. Litinas and D.N. Nicolaides, Curr. Pharm. Des., 10, 3813 (2004).
  2. L.K.A.M. Leal, A.A.G. Ferreira, G.A. Bezerra, F.J.A. Matos and G.S.B. Viana, J. Ethnopharmacol., 70, 151 (2000).
  3. H. Zhang, T.Z. Yu, Y.L. Zhao, D.W. Fan, L. Qian, C.H. Yang and K. Zhang, Spectrochim. Acta A, 68, 725 (2007).
  4. H. Zhang, T.Z. Yu, Y.L. Zhao, D.W. Fan, L.L. Chen, Y.Q. Qiu, L. Qian, K. Zhang and C.H. Yang, Spectrochim. Acta A, 69, 1136 (2008).
  5. H. Turki, S. Abid, S. Fery-Forgues and R. El Gharbi, Dyes Pigments, 73, 311 (2007).
  6. C. Féau, E. Klein, P. Kerth and L. Lebeau, Bioorg. Med. Chem. Lett., 17, 1499 (2007).
  7. H.M. Han, C.R. Lu, Y. Zhang, D.C. Zhang, Acta. Cryst., E61, o1864 (2005).
  8. J. Li, Y. He, X. Ren, X. Shi, S. Yang, X. Gao and G. Huang, Chinese J. Struct. Chem., 31, 1003 (2013).
  9. H.A. Sparkes and J.A.K. Howard, Acta Crystallogr., 63E, o3895 (2007).
  10. G.M. Sheldrick, SHELXS 97, Program for the Solution of Crystal Structure, University of Göttingen, Germany (1997).
  11. T.Z. Yu, Y.L. Zhao and D.W. Fan, J. Mol. Struct., 791, 18 (2006).
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