JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 62 No 4 (2017): Journal of the Chilean Chemical Society
Original Research Papers

SYNTHESIS, CHARACTERIZATION, THEORETICAL AND BIOLOGICAL STUDIES OF A NEW MACROCYCLE SCHIFF BASE WHITH Co(II), Ni(II), Cu(II) AND Zn(II) COMPLEXES

PDF
  • Esmaiel Soleimani,
  • Sayed Ali Naghi Taheri,
  • Mohsen Sargolzaei
Esmaiel Soleimani
Faculty of Chemistry, Shahrood University of Technology
Sayed Ali Naghi Taheri
Faculty of Chemistry, Shahrood University of Technology
Mohsen Sargolzaei
Faculty of Chemistry, Shahrood University of Technology
Published February 9, 2018
Keywords
  • Macrocycle Schiff base,
  • DFT calculations,
  • thermal analysis,
  • molecular modeling,
  • antibacterial activity
How to Cite
Soleimani, E., Naghi Taheri, S. A., & Sargolzaei, M. (2018). SYNTHESIS, CHARACTERIZATION, THEORETICAL AND BIOLOGICAL STUDIES OF A NEW MACROCYCLE SCHIFF BASE WHITH Co(II), Ni(II), Cu(II) AND Zn(II) COMPLEXES. Journal of the Chilean Chemical Society, 62(4). Retrieved from https://jcchems.com/index.php/JCCHEMS/article/view/467

Copyright (c) 2018 Journal of the Chilean Chemical Society

Creative Commons License

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

Abstract

A new macrocycle Schiff base, by the reaction between benzene-1,2-diamine and 3-bromo-pentane-2,4-dione, is introduced and a series of its complexes with Co(II), Ni(II), Cu(II) and Zn(II) have been synthesized. FTIR, 1H and 13C NMR, and TGA, also biological activities of all complexes and the electronic spectral data have been investigated. The results show that there are no water molecules, also that macrocycle Schiff base is bonded to the metal ions through nitrogen atoms of four azomethine groups via an octahedral arrangement containing N4 tetra-dentate donor sites on planar and two Cl atoms occupying the other two opposed sites. The corresponding Cu(II) and Zn(II) complexes showed good antibacterial and antifungal activities. The molecular geometry, frontier molecular orbitals and Mulliken atomic charge of the compounds are investigated theoretically using DFT method.

PDF

References

  1. V. Mishra, S. N. Pandeya, S. Anathan, Acta Pharm. Turc. 2000, 42, 139– 148.
  2. A. Nishinaga, H. Tomita, K. Nishizawa, T. Matsuura, S. Ooi, K. Hirotsu, J. Chem. Soc., Dalton Trans. 1981, 1504–1514.
  3. B. J. Motekaitis, A. E. Martell, D. A. Nelson, Inorg. Chem. 1984, 23, 275– 283.
  4. M. Wang, L. F. Wang, Y. Z. Li, Q. X. Li, Z. D. Xu, D. Q. Qu, Transition Met. Chem. 2001, 26, 307–310.
  5. S. Park, V. K. Mathur, R. P. Planalp, Polyhedron 1998, 17, 325–330.
  6. X. Ran, L. Wang, Y. Lin, J. Hao, D. Cao, Appl. Organomet. Chem. 2010, 24, 741–747.
  7. N. Aggarwal, R. Kumar, P. Dureja, D. S. Rawat, J. Agric. Food. Chem. 2009, 57, 8520–8525.
  8. Y. W. Ren, H. Guo, C. Wang, J. J. Liu, H. Jiao, J. Li, F. X. Zhang, Transition Met. Chem. 2006, 31, 611–615.
  9. M. Salavati-Niasari, M. Rezai-Adaryni, S. Heydarzadeh, Transition Met. Chem. 2005, 30, 445–450.
  10. E. C. Constable, Coordination chemistry of macrocyclic compounds, University Press, Oxford, 1999.
  11. D. P. Singh, R. Kumar, V. Malik, P. Tyagi, Transition Met. Chem. 2007, 32, 1051–1055.
  12. D. P. Singh, R. Kumar, V. Malik, P. Tyagi, J. Enz. Inhib. Med. Chem. 2007, 22, 177–182.
  13. R. V. Singh, A. Chaudhary, J. Inorg. Biochem. 2004, 98, 1712–1721.
  14. A. Mobinikhaledi, M. Jabbarpour, A. Hamta, J. Chil. Chem. Soc. 2011, 56, 812-814.
  15. S. M. Abdallah, M. A. Zayed, G. G. Mohamed, Arab. J. Chem. 2010, 3, 103–113.
  16. Q.-B. Li, L.-W. Xue, W.-C. Yang, G.-Q. Zhao, J. Chil. Chem. Soc. 2013, 58, 1880-1883.
  17. D. P. Singh, R. Kumar, M. Kamboj, K. Jain, Acta Chim. Slov. 2009, 56, 780–785.
  18. S. Han, Y. Wang, J. Chil. Chem. Soc. 2014, 59, 2753-2755.
  19. G. G. Mohamed, M. A. Badawy, M. M. Omar, M. M. Nassar, A. B. Kamel, Spectrochim. Acta A 2010, 77, 773-781.
  20. W. Li, Y. Ding, X.-S. Cheng, Z. You, J. Chil. Chem. Soc. 2015, 60, 3034- 3037.
  21. M. Shakir, N. Shahid, N. Sami, M. Azam, A. U. Khan, Spectrochim. Acta A 2011, 82, 31–33.
  22. A. Reiss, A. Samide, G. Ciobanu, I. Dabuleanu, J. Chil. Chem, Sic. 2015, 60, 3074-3079.
  23. R. N. Prasad, S. Gupta, J. Serb. Chem. Soc. 2002, 67, 523–530.
  24. M. B. Ferrari, C. Pelizzi, G. Pelosi, M. C. Rodrı́guez-Argüelles, Polyhedron 2002, 21, 2593–2599.
  25. D. P. Singh, R. Kumar, P. Tyagi, Transition Met. Chem. 2006, 31, 970–973.
  26. A. Chaudhary, R. Swaroop, R. Singh, Bol. Soc. Chile Quím. 2002, 47, 203–211.
  27. A. D. Becke, J. Chem. Phys. 1993, 98, 5648–5652.
  28. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, J. T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyenga, J. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision A.1. Pittsburgh, PA, Gaussian Inc. 2007.
  29. R. J. Parr, R. G. Pearson, J. Am. Chem. Soc. 1983, 105, 7512–7516.
  30. S. Khan, S. A. A. Nami, K. S. Siddiqi, Spectrochim. Acta A, 2007, 68, 269–274.
  31. B. H. M. Mruthyunjayaswamy, B. I. Omkar, Y. Jadegoud, J. Brazil. Chem. Soc. 2005, 16, 783–789.
  32. W. G. Geary, Coord. Chem. Rev. 1971, 7, 81–122.
  33. K. Nakamoto, Infrared and Raman spectroscopy of inorganic and coordination compounds, Wiley-Interscience, New York, 1978.
  34. M. Salavati-Niasari, F. Davar, Inorg. Chem. Commun. 2006, 9, 175–179.
  36. P. S. Kalsi, Spectroscopy of organic compounds, New Age International (P) Ltd., New Delhi, 1999.
  37. J. R. Dyer, Application of absorptions spectroscopy of organic compounds, Prentice Hall, New Delhi, 1991.
  38. S. Sarkar, K. Dey, Spectrochim. Acta A 2010, 77, 740–748.
  39. J. Huang, S. A. Li, D. F. Li, D. X. Yang, W. Y. Sun, W. X. Tang, Bioorg. Med. Chem. 2004, 12, 529–535.
  41. P. E. Aranha, M. P. Doe Santos, S. Romera, E. R. Dockal, Polyhedron 2007, 26, 1373–1382.
  42. I. Demir, M. Bayrakci, K. Mutlu, A. I. Pekacar, Acta Chim. Slov. 2008, 55, 120–124.
  43. R. C. Maurya, P. Patel, S. Rajput, Synth. React. Inorg. Met.-Org. Chem. 2003, 33, 817–836.
  44. S. Arunachalam, N. P. Priya, C. Jayabalakrishnan, V. Chinnusamy, Spectrochim. Acta A 2009, 74, 591–596.
  45. M. S. Refat, S. A. El-Korashy, D. N. Kumar, A. S. Ahmed, Spectrochim. Acta A 2008, 70, 898–906.
  46. F. A. Cotton, G. Wilkinson, C. A. Murillo, M. Bochmann, Advanced inorganic chemistry, 6th ed., Wiley-Interscience, New York, 1999.
  47. D. Sutton, Electronic spectra of transition metal complexes, McGraw-Hill, London, 1968.
  49. A. B. P. Lever, Inorganic electronic spectroscopy, 2nd ed., Elsevier, Amsterdam, 1984.
  50. S. Chattopadhyay, M. G. B. Drew, A. Ghosh, Polyhedron 2007, 26, 3513– 3522.
  51. S. Banerjee, J. Gangopadhyay, C. Z. Lu, J. T. Chen, A. Ghosh, Eur. J. Inorg. Chem. 2004, 2533–2541.
  52. G. L. Miessler, D. A. Tarr, Inorganic chemistry, 3rd ed., Pearson prentice Hall, London, 1994.
  53. B. E. Douglas, D. H. McDaniel, J. J. Alexander, Concepts and models of inorganic chemistry, 3rd ed., John Wiley and Sons Inc., New York, 1994.
  54. M. Salavati-Niasari, F. Davar, Polyhedron 2006, 25, 2127–2134.
  55. S. Srivastava, A. Kalam, Synth. React. Inorg. Met.-Org. Chem. 2004, 34, 1529–1541.
  56. M. M. Omar, G. G. Mohamed, A. A. Ibrahim, Spectrochim. Acta A 2009, 73, 358–369.
  57. F. Rafat, K. S. Siddiqi, J. Korean Chem. Soc. 2011, 55, 912–918.
  58. L. Mallesha, K. N. Mohana, J. Chem. Pharm. Res. 2007, 2, 75–82.
  59. H. Keypour, M. Shayesteh, M. Rezaeivala, F. Chalabian, L. Valencia, Spectrochim. Acta A 2013, 101, 59–66.
  60. O. A. El-Gammal, M. M. Bekheit, S. S. El-Brashy, Spectrochim. Acta A 2015, 137, 207–219.
  61. S. Mondal, S. Naskar, A. K. Dey, E. Sinn, C. Eribal, S. R. Herron, S. K. Chattopadhyay, Inorg. Chim. Acta 2013, 398, 98–105.
  62. M. Gaber, H. El-Ghamry, F. Atlam, S. Fathalla, Spectrochim. Acta A 2015, 137, 919–929. 3740.

Copyright @2019 | Designed by: Open Journal Systems Chile Logo Open Journal Systems Chile Support OJS, training, DOI, Indexing, Hosting OJS

Code under GNU license: OJS PKP