Issue

Vol. 32 No. 11 (2020): Vol 32 Issue 11

Copyright (c) 2020 AJC

Creative Commons License

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

Design, Spectroscopic Characterization and Theoretical Studies of Organotin(IV) and Organosilicon(IV) Complexes with Schiff Base Ligands Derived from Amino Acids

https://doi.org/10.14233/ajchem.2020.22850
Sunita Bhanuka
Department of Chemistry, Sobhasaria Engineering College, Sikar-332001, India
Sarita Khaturia
Department of Chemistry, School of Liberal Arts and Sciences, Mody University of Science and Technology, Lakshmangarh-332311, India
Mamta Chahar
Department of Chemistry, Nalanda College of Engineering, Nalanda-803108, India
Har Lal Singh
Department of Chemistry, School of Liberal Arts and Sciences, Mody University of Science and Technology, Lakshmangarh-332311, India

Corresponding Author(s) : Har Lal Singh

hlsingh9@rediffmail.com

Asian Journal of Chemistry, Vol. 32 No. 11 (2020): Vol 32 Issue 11

Abstract

A new series of organotin(IV) and organosilicon(IV) complexes were synthesized using the Schiff base ligands [2-((3,4-dimethoxybenzylidene)amino)-3-(1H-indol-3-yl)propanoic acid (L1H) and 2-((3,4-dimethoxybenzylidene)amino)-3-methylbutanoic acid (L2H)]. The synthesized compounds were characterized by IR, NMR (1H and 13C), elemental analysis and theoretical studies. The molar conductivity values of the complexes in DMF implied the presence of non-electrolyte species. Spectral data showed that in these complexes the metal atoms are coordinated with the Schiff base ligand acts as a bidentate ON moiety, coordinating to the metal through its carboxylate oxygen and imine nitrogen. The IR spectra of the complexes showed large differences between νasy(COO) and νsy(COO), Δν (νasy(COO)–νsy(COO)) of 260-276 cm–1, indicating monodentate nature of the carboxylate group. Furthermore, the density functional theory (DFT) calculations were executed at the B3LYP/6-31G(d,p)/LanL2DZ basis set of theory for the optimized geometry of Schiff base complexes. The structural parameters, bond length, bond angles, chemical potential, electronegativity, hardness, softness, global electrophilicity index have been studied theoretically by density functional theory (DFT) to support the experimental results.

Keywords

Amino acids Schiff base Complexes Spectral studies Theoretical studies
Bhanuka, S., Khaturia, S., Chahar, M., & Lal Singh, H. (2020). Design, Spectroscopic Characterization and Theoretical Studies of Organotin(IV) and Organosilicon(IV) Complexes with Schiff Base Ligands Derived from Amino Acids. Asian Journal of Chemistry, 32(11), 2821–2828. https://doi.org/10.14233/ajchem.2020.22850
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. S.M. Wilkinson, T.M. Sheedy and E.J. New, J. Chem. Educ., 93, 351 (2016); https://doi.org/10.1021/acs.jchemed.5b00555
  2. E. Yousif, A. Majeed, K. Al-Sammarrae, N. Salih, J. Salimon and B. Abdullah, Arab. J. Chem., 10, S1639 (2017); https://doi.org/10.1016/j.arabjc.2013.06.006
  3. H.L. Singh, M. Sharma and A.K. Varshney, Synth. React. Inorg. Met.-Org. Chem., 30, 445 (2000); https://doi.org/10.1080/00945710009351773
  4. R.A. Shiekh, I. Ab-Rahman, M.A. Malik, N. Luddin, S.M. Masudi and S.A. Al-Thabaiti, Int. J. Electrochem. Sci., 8, 6972 (2013).
  5. H.L. Singh and A.K. Varshney, Main Group Met. Chem., 22, 529 (1999); https://doi.org/10.1515/MGMC.1999.22.9.529
  6. J.M. Savéant, Chem. Rev., 108, 2348 (2008); https://doi.org/10.1021/cr068079z
  7. Q. Zhang, X. Yang and J. Guan, ACS Appl. Nano Mater., 2, 4681 (2019); https://doi.org/10.1021/acsanm.9b00976
  8. S. Kumar, D.N. Dhar and P.N. Saxena, J. Sci. Ind. Res. (India), 68, 181 (2009).
  9. C. Bonaccorso, T. Marzo and D. La Mendola, Pharmaceuticals, 13, 4 (2020); https://doi.org/10.3390/ph13010004
  10. A.Z. El-Sonbati, W.H. Mahmoud, G.G. Mohamed, M.A. Diab, S.M. Morgan and S.Y. Abbas, Appl. Organomet. Chem., 33, e5048 (2019); https://doi.org/10.1002/aoc.5048
  11. M.A. Malik, O.A. Dar, P. Gull, M.Y. Wani and A.A. Hashmi, MedChemComm, 9, 409 (2018); https://doi.org/10.1039/C7MD00526A
  12. U. Ndagi, N. Mhlongo and M.E. Soliman, Drug Des. Devel. Ther., 11, 599 (2017); https://doi.org/10.2147/DDDT.S119488
  13. K.T. Tadele and T.W. Tsega, Anticancer. Agents Med. Chem., 19, 1786 (2019); https://doi.org/10.2174/1871520619666190227171716
  14. L. Kafi-Ahmadi and L. Shirmohammadzadeh, J. Nanostruct Chem., 7, 179 (2017); https://doi.org/10.1007/s40097-017-0221-x
  15. N. Sathya, G. Raja, N.P. Priya and C. Jayabalakrishnan, Appl. Organomet. Chem., 24, 366 (2010); https://doi.org/10.1002/aoc.1621
  16. I.F. da Silva, L.C. Freitas-Lima, J.B. Graceli and L.C.M. Rodrigues, Front. Endocrinol., 8, 366 (2018); https://doi.org/10.3389/fendo.2017.00366
  17. S. Gaur, N. Fahmi and R.V. Singh, Phosphorus Sulfur Silicon Rel. Elem., 182, 853 (2007); https://doi.org/10.1080/10426500601087384
  18. K. Singh, P. Puri, Y. Kumar and C. Sharma, ISRN Inorg. Chem., 2013, 356802 (2013); https://doi.org/10.1155/2013/356802.
  19. J. Devi and S. Devi, Asian J. Res. Chem, 9, 419 (2016); https://doi.org/10.5958/0974-4150.2016.00063.8
  20. E.N.M. Yusof, M.A.M. Latif, M.I.M. Tahir, J.A. Sakoff, M.I. Simone, A.J. Page, A. Veerakumarasivam, E.R.T. Tiekink and T.B.S.A. Ravoof, Int. J. Mol. Sci., 20, 854 (2019); https://doi.org/10.3390/ijms20040854
  21. M. Jain, S. Gaur, S.C. Diwedi, S.C. Joshi, R.V. Singh and A. Bansal, Phosphorus Sulfur Silicon Rel. Elem., 179, 1517 (2004); https://doi.org/10.1080/10426500490464050
  22. H.L. Singh, J. Singh and A. Mukherjee, Bioinorg. Chem. Appl., 2013, 425832 (2013); https://doi.org/10.1155/2013/425832
  23. J. Devi, S. Devi and A. Kumar, Monatsh. Chem., 147, 2195 (2016); https://doi.org/10.1007/s00706-016-1720-z
  24. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez and J.A. Pople, Gaussian 03, Revision C.02, Inc., Wallingford CT (2004).
  25. S. Bhanuka and H.L. Singh, Rasayan J. Chem., 10, 673 (2017); https://doi.org/10.7324/RJC.2017.1021668
  26. B.H. Al-Zaidi, M.M. Hasson and A.H. Ismail, J. Appl. Pharm. Sci., 9, 45 (2019); https://doi.org/10.7324/JAPS.2019.90406
  27. K.A. Maher and S.R. Mohammed, Int. J. Curr. Res. Rev., 7, 6 (2015).
  28. D. Maity, S. Chattopadhyay, A. Ghosh, M.G.B. Drew and G. Mukhopadhyay, Inorg. Chim. Acta, 365, 25 (2011); https://doi.org/10.1016/j.ica.2010.07.029
  29. Q. Xie, Z. Yang and L. Jiang, Main Group Met. Chem., 19, 509 (1996); https://doi.org/10.1515/MGMC.1996.19.8.509
  30. Y.F. Win, T.S.T. Muhammad, S.T. Ha, Y. Sivasothy and S.G. Teoh, Aust. J. Basic Appl. Sci., 4, 1383 (2010).
  31. H.L. Singh, J.B. Singh and S. Bhanuka, J. Assoc. Arab Univ. Basic Appl. Sci., 23, 1 (2017); https://doi.org/10.1016/j.jaubas.2016.05.003
  32. M.A. Choudhary, M. Mazhar, S. Ali, U. Salma, S. Ashraf and A. Malik, Turk. J. Chem., 26, 125 (2002).
  33. H.L. Singh, Phosphorus Sulfur Silicon Rel. Elem., 184, 1768 (2009); https://doi.org/10.1080/10426500802340236
  34. N. Ancin, S.G. Öztas and S. Ide, Struct. Chem., 18, 667 (2007); https://doi.org/10.1007/s11224-007-9199-1
  35. N.A. Öztas, G. Yenisehirli, N.A. Ancin, S.G. Öztas, Y. Özcan and S. Ide, Spectrochim. Acta A Mol. Biomol. Spectrosc., 72, 929 (2009); https://doi.org/10.1016/j.saa.2008.12.023
  36. O. Seiler, C. Burschka, T. Fenske, D. Troegel and R.D. Tacke, Inorg. Chem., 46, 5419 (2007); https://doi.org/10.1021/ic700389r
  37. B. Theis, S. Metz, F. Back, C. Burschka and R. Tacke, Z. Anorg. Allg. Chem., 635, 1306 (2009); https://doi.org/10.1002/zaac.200900108
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0