Inorganic Chemistry Research

New Tetraaza Schiff Base Ligands and Their Complexes: Synthesis, Characterization and Thermodynamic Studies

Document Type : Research Paper

Authors

1 Department of Chemistry, Islamic Azad University, Firouzabad Branch, Firouzabad, Iran

2 Chemistry Department, College of Sciences, Shiraz University, Shiraz 71454, I. R. Iran

Abstract

Some new symmetrical tetraaza Schiff base ligands containing 2-quinolinecarboxaldehyde moiety formed from condensation reaction of 2-quinolinecarboxaldehyde and o-phenylenediamine derivatives, such as N, Nˊ-bis(2-quinolylmethylidene)-4-methoxy-1, 2-phenylenediimine (L1), N, Nˊ-bis(2-quinolylmethylidene)-4-methy-1, 2-phenylenediimine (L2), N, Nˊ-bis(2-quinolylmethylidene)-4-chloro-1, 2-phenylenediimine (L3), N, Nˊ-bis(2-quinolylmethylidene)-4-carboxylic-1, 2-phenylenediimine (L4), N, Nˊ-bis(2-quinolylmethylidene)-4-nitro-1, 2-phenylenediimine (L5), and their Ni(II), Cu(II), Zn(II) complexes, have been synthesized. The ligands and their metal complexes have been characterized by molar conductance, elemental analysis, IR, 1H-NMR and UV-Vis spectroscopy. The formation constant and the free energy of the complexes were determined using electronic spectroscopic titration at constant ionic strength 0.1 M (NaClO4), at 25°C in MeOH solvent. The comparison of the formation constants and the thermodynamic parameters show that the trend of complex formation toward a given ligand is as follows: L2 > L1 > L3 > L5 > L4 . The trend for complex formation of the metal ions with a given ligand is as follows: Zn (II) > Cu (II) > Ni (II).

Keywords

[1] R. Sellappan, S. Prasad, P. Jayaseelan, R. Rajavel,
Ras. J. Chem. 3 (2010) 556.
[2] I. Kim, Y. Sun Ha, D.F. Zhang, Ch.S. Ha, U. Lee,
Macro. Rapid Commun. 25 (2004) 1319.
[3] R. Johari, G. Kumar, D. Kumar, S. Singh, J. Ind.
Council Chem. 26 (2009) 23.
[4] S. Chandra, X. Sangeetika, Spectrochim. Acta Part A
60 (2004) 147.
[5] N. Iqbal, J. Iqbal, M. Imran, J. Sci. Res. 1 (2009) 15.
[6] H. Keypour, P. Arzhangi, N. Rahpeyma, M.
Rezaeivala, Y. Elerman, H.R. Khavasi, Inorg. Chim.
Acta 367 (2011) 9.
[7] T.J. Hubin, Coord. Chem. Rev. 241 (2003) 27.
[8] C.A. Bosweel, X. Sun, W. Niu, G.R. Weisman, E.H.
Wong, A.L. Rheingold, C.J. Anderson, J. Med. Chem.
47 (2004) 1465.
[9] C.A. Hunter, J.K.M. Sanders, J. Am. Chem. Soc. 112
(1990) 5525.
[10] M. Asadi, Gh. Absalan, A. Zamanpour, J. Iran. Chem.
Soc. 8 (2011) 1073.
[11] K. Yliheikkila, K. Lappalainen, P.M. Castro, K.
Ibrahim, A. Abu-Surrah, M. Leskea, T. Repo, Eur.
Poly. J. 42 (2006) 92.
[12] S. Chandra, M. Tyagi, S. Agrawal, J. Serb. Chem.
Soc. 75 (2010) 935.
[13] G.K. Patra, I. Goldberg, New. J. Chem. 27 (2003)
1124.
[14] M. Shakir, Y. Azim, H.T.N. Chishti, S. Parveen,
Spectrochim. Acta Part A 65 (2006) 490.
[15] T.A. Khan, S. Naseem, S.N. Khan, A.U. Khan, M.
Shakir, Spectrochim. Acta Part A 73 (2009) 622.
[16] K. Shanker, M. Ashok, P.M. Reddy, R. Rohini, V.
Ravinder, Int. J. Chem. Tec. Res. 1 (2009) 777.
[17] F.M. Morad, M.M.EL. Ajaily, S.B. Gweirif, J. Sci.
App. 1 (2007) 72.
[18] N. Raman, C. Thangaraja, Tran. Met. Chem. 30
(2005) 317.
[19] M.A. Panchbhai, L.J. Paliwal, N.S. Bhave, E-J. Chem.
5 (2008) 1048.
[20] M.A. Ali, A.H. Mirza, M. Haniti, S.A. Hamid, P.V.
Bernhardt, Polyhedron 24 (2005) 383.
[21] S. Khan, S.A.A. Nami, K.S. Siddiqi, Spectrochim.
Acta Part A 68 (2007) 269.
[22] S. Ilhan, H. Temel, I. Yimaz, M. Sekerci, Polyhedron
26 (2007) 2795.
[23] M. Asadi, K. Mohammadi, K.A. Jamshid, A.H. Kyanfar, Inorg. Chim. Acta 360 (2007) 1725.
[24] M. Salavati-Niasari, S.N. Mirsattari, J. Mol. Catal. A:
Chem. 268 (2007) 50.
[25] G.K. Karaoglan, U. Avctata, A. Gul, Ind. J. Chem.
46A (2007) 1273.
[26] Y. Wei, Y. Cheng, H. Wei, Chin. J. Inorg. Chem. 26
(2010) 867.
[27] M. Amirnasr, A.H. Mahmoudkhani, A. Gorji, S.
Dehghanpour, H.R. Bijanzadeh, Polyhedron 21 (2002)
2733.
[28] S. Meghdadi, M. Amirnasr, V. Langer, A.
Zamanpour, Can. J. Chem. 84 (2006) 971.
[29] F. Firdaus, K. Fatma, M. Azam, S.N. Khan, A.U.
Khan, M. Shakir, Spectrochim. Acta Part A 72 (2009)
591.
[30] M.A. Ali, A.H. Mirza, M.H.S.A. Hamid, F.H. Bujang,
P.V. Bernhardt, Polyhedron 23 (2004) 2405.
[31] M. Asadi, K.A. Jamshid, Tran. Met. Chem. (2007) 1.
[32] M.R. Ganjali, M. Tavakoli, F. Faridbod, S. Riahi, P.
Norouzi, M.S. Niassari, Int. J. Elect. Sci. 3 (2008)
1559.
[33] M.F. Mahon, J.M. Ginley, A.D. Rooney, J.M.D.
Walsh, Inorg. Chim. Acta 362 (2009) 2353.
[34] T.R. Todorovic, A. Bacchi, N.O. Juranic, D.M.
Sladic, G. Pelizzi, T.T. Bozic, N.R. Filipovic, K.K.
Andelkovic, Polyhedron. 26 (2007) 3428.
[35] M. Amanullah, S.K. Sadozai, W. Rehman, Z. Hassan,
A. Rauf, M. Iqbal, Afr. J. Biotech. 10 (2011) 209.
[36] M. Asadi, K. Mohammadi, S. Esmaielzadeh, B.
Etemadi, H. Kun Fun, Inorg. Chim. Acta 362 (2009)
4913.
[37] M. Asadi, S. Esmaielzadeh, K. Mohammadi, Acta
Chim. Solv. 56 (2009) 927.
[38] [38] M. Asadi, K. Mohammadi, S. Esmaielzadeh, B.
Etemadi, H. Kun Fun, Polyhedron 28 (2009) 1409.
[39] [39] M. Asadi, H. Sepehrpour, K. Mohammadi, J.
Serb. Chem. Soc. 76 (2011) 1.
[40] [40] M. Asadi, S. Esmaielzadeh, K. Mohammadi,
Phosphorus, Sulfur, and Silicon 185 (2010) 1445.
[41] [41] M. Asadi, M. Mohammadikish, K. Mohammadi,
J. Iran. Chem. Soc. 7 (2010) 195.
[42] [42] M. Asadi, K. Mohammadi, A. H. Kyanfar, Syn.
React. Inorg. Metal-org. Nano-Met. Chem. 37 (2007)
77.
Inorganic Chemistry Research
Volume 1, Issue 1
Spring and Summer
2017
Pages 59-68
  • Receive Date: 23 October 2014
  • Revise Date: 05 February 2015
  • Accept Date: 03 May 2016
  • First Publish Date: 01 July 2017