Skip to main content
SpringerLink
Log in

Zn(II) Complexes with Quinoline Supported Amidate Ligands: Synthesis, Fluorescence, and Catalytic Activity

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Zn(II) complexes of N-(quinolin-8-yl)picolinamide (HL1) (1) and N2,N6-di(quinolin-8-yl)pyridine-2,6-dicarboxamide (H2L2) (2) have been synthesized by deprotonation of the ligands and characterized by IR, NMR, and Single crystal X-ray crystallography. The mononuclear [Zn(L1)2] (3) and homodinuclear [Zn2(L2)2] (4) complexes are characterized by distorted octahedral geometries stabilized by hydrogen bonding and weak π···π interaction. The complexes demonstrate intense fluorescence bands in comparison with their corresponding ligands with well-distinguished intensity. The complexes act as efficient catalysts in various transesterification reactions. Among those, the best results have been achieved with complex 3 in conversion of 4-nitrophenylacetate into methyl acetate within 3 h.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Refefrences

  1. Apell, P., Monreal, R., and Lundqvist, S., Phys. Scripta., 1988, vol. 38, no. 2, p. 174. https://doi.org/10.1088/0031-8949/38/2/012

    Article  CAS  Google Scholar 

  2. Wu, X., Ming, T., Wang, X., Wang, P., Wang, J., and Chen, J., ACS. Nano., 2009, vol. 4, no. 1, p. 113. https://doi.org/10.1021/nn901064m

    Article  Google Scholar 

  3. Tracy, H.J., Mullin, J.L., Klooster, W.T., Martin, J.A., Haug, J., Wallace, S., Rudloe, I., and Watts, K., Inorg. Chem., 2005, vol. 44, no. 6, p. 2003. https://doi.org/10.1021/ic049034o

    Article  CAS  Google Scholar 

  4. Meng, X., Wang, S., and Zhu, M., Molecular Photochemistry-Various Aspects, 2012, p. 3. https://doi.org/10.5772/2058

    Google Scholar 

  5. Wang, Y., Zhuang, C., Wu, C., Zhang, J., Wang, L., Xin, M., Zhu, G., and Xu, J., J. Serb. Chem. Soc., 2011, vol. 76, no. 11, p. 1497. https://doi.org/10.2298/JSC110129127W

    Article  CAS  Google Scholar 

  6. Yang, Q.F., Bai, H.C., Li, B., Luo, M., Jin, J., Yu, J.H., and Xu, J.Q., Z. Anorg. Allg. Chem., 2016, vol. 642, no. 1, p. 20. https://doi.org/10.1002/zaac.201500623

    Article  CAS  Google Scholar 

  7. Filonenko, G., Fayzullin, R., and Khusnutdinova, J., J. Mater. Chem. C., 2017, vol. 5, no. 7, p. 1638. https://doi.org/10.1039/C6TC04989C

    Article  CAS  Google Scholar 

  8. Wang, H.-H., Xue, L., Qian, Y.-Y., and Jiang, H., Org. Lett. 2009, vol. 12, no. 2, p. 292. https://doi.org/10.1021/ol902624h

    Google Scholar 

  9. Banthia, S., and Samanta, A., J. Phys. Chem. B., 2006, vol. 110, no. 13, p. 6437. https://doi.org/10.1021/jp060767z

    Article  CAS  Google Scholar 

  10. Wang, S., Meng, X., and Zhu, M., Tetrahedron Lett., 2011, vol. 52, no. 22, p. 2840. https://doi.org/10.1021/jp060767z

    Article  CAS  Google Scholar 

  11. Li, G.-K., Xu, Z.-X., Chen, C.-F., and Huang, Z.T., Chem. Comm., 2008, no. 15, p. 1774. https://doi.org/10.1039/B800258D

    Google Scholar 

  12. Shukla, V.K. and Kumar, S., Synthetic Met., 2010, vol. 160, nos. 5–6, p. 450. https://doi.org/10.1016/j.synthmet.2009.11.030

    Google Scholar 

  13. Zhang, J., Ke, X., Tu, C., Lin, J., Ding, J., Lin, L., Fun, H.K., You, X., and Guo, Z., J. Appl. Phys. A, 1993, vol. 32, no. 4, p. L514. https://doi.org/10.1143/JJAP.32.L514

    Google Scholar 

  14. Chen, X., Qiu, D., Ma, L., Cheng, Y., Geng, Y., Xie, Z., and Wang, L., Transit. Metal chem., 2006, vol. 31, no. 5, p. 639. https://doi.org/10.1007/s11243-006-0040-2

    Article  CAS  Google Scholar 

  15. Iwasaki, T., Maegawa, Y., Hayashi, Y., Ohshima, T., and Mashima, K., J. Org. Chem, 2008, vol. 73, no. 13, p. 5147. https://doi.org/10.1021/jo800625v

    Article  CAS  Google Scholar 

  16. Yang, Y., Hayashi, Y., Fujii, Y., Nagano, T., Kita, Y., Ohshima, T., Okuda, J., and Mashima, K., Catal. Sci. Technol., 2012, vol. 2, no. 3, p. 509. https://doi.org/10.1039/C1CY00404B

    Article  CAS  Google Scholar 

  17. Maegawa, Y., Ohshima, T., Hayashi, Y., Agura, K., Iwasaki, T., and Mashima, K., ACS Catalysis., 2011, vol. 1, no. 10, p. 1178. https://doi.org/10.1021/cs200224b

    Article  CAS  Google Scholar 

  18. Nakatake, D., Yokote, Y., Matsushima, Y., Yazaki, R., and Ohshima, T., Green Chem., 2016, vol. 18, no. 6, p. 1524. https://doi.org/10.1039/C5GC02056E

    Article  CAS  Google Scholar 

  19. Niklas, N., Zahl, A., and Alsfasser, R., Dalton Trans., 2007, no. 1, p. 154. https://doi.org/10.1039/B611873A

    Google Scholar 

  20. Zhang, J., Ke, X., Tu, C., Lin, J., Ding, J., Lin, L., Fun, H.K., You, X., and Guo, Z., Biometals., 2003, vol. 16, no. 3, p. 485. https://doi.org/10.1023/A:1022577420708

    Article  CAS  Google Scholar 

  21. Montalbetti, C.A. and Falqe, V., Amide Bond Formation and Peptide Coupling, 2005, vol. 61, p. 10827. https://doi.org/10.1016/j.tet.2005.08.031

    CAS  Google Scholar 

  22. Meghdadi, S., Nalchigar, S., and Khavasi, H.R., Acta Crystallogr. Sect. E. Struct. Rep. Online, 2008, vol. 64, no. 2, p. o431. https://doi.org/10.1107/S1600536807055031

    Google Scholar 

  23. Zhang, J., Liu, Q., Xu, Y., Zhang, Y., You, X.Z. and Guo, Z.J., Acta Crystallogr. C. Struct. Chem., 2001, vol. 57, no. 1, p. 109. https://doi.org/10.1107/S0108270100015158

    Article  CAS  Google Scholar 

  24. Shin, J.W., Bae, J.M., Kim, C., and Min, K.S., Inorg. Chem., 2013, vol. 52, no. 5, p. 2265. https://doi.org/10.1021/ic302375z

    Article  CAS  Google Scholar 

  25. Kwak, H., Lee, S.H., Kim, S.H., Lee, Y.M., Lee, E.Y., Park, B.K., Kim, E.Y., Kim, C., Kim, S.J., and Kim, Y., Eur. J. Inorg. Chem., 2008, vol. 2008, no. 3, p. 408. https://doi.org/10.1002/ejic.200700823

    Article  Google Scholar 

Download references

Acknowledgments

The authors are thankful to Higher Education Commission of Pakistan (HEC) for providing funds to carry out this research work.

Author information

Authors and Affiliations

  1. Department of Chemistry, Quaid I Azam University, Islamabad, 45320, Pakistan

    F. Rehman & M. N. Zafar

  2. H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, 75270, Pakistan

    S. Yousuf

  3. Department of Chemistry, University of Gujrat, Gujrat, 50700, Pakistan

    M. F. Nazar, E. U. Mughal, S. H. Sumrra, M. N. Zafar & H. Rafique

  4. Department of Chemistry, COMSATS Institute of Information Technology, Islamabad, 44000, Pakistan

    A. Malik

Authors
  1. F. Rehman
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. N. Zafar
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. Yousuf
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. M. F. Nazar
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. E. U. Mughal
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. A. Malik
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. S. H. Sumrra
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. M. N. Zafar
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. H. Rafique
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to M. N. Zafar.

Ethics declarations

No conflict of interest was declared by the authors.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Rehman, F., Zafar, M.N., Yousuf, S. et al. Zn(II) Complexes with Quinoline Supported Amidate Ligands: Synthesis, Fluorescence, and Catalytic Activity. Russ J Gen Chem 89, 2516–2521 (2019). https://doi.org/10.1134/S1070363219120302

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363219120302

Keywords

Search

Navigation