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Vol. 27 No. 2 (2015): Vol 27 Issue 2

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Synthesis, Characterization and Calculated Studies of L-Tryptophan Condensation 1,3-Benzenedialdehyde Schiff Base Co(II) and Mn(II) Complexes

https://doi.org/10.14233/ajchem.2015.17072
X.D. Li
College of Life Science and Chemistry, Tianshui Normal University, Tianshui 741001, Gansu provice, P.R. China
M.M. An
College of literature and history, Tianshui Normal University, Tianshui 741001, Gansu Province, P.R. China
C.L. Liu
Faculty of Chemical Engineering, Kunming University of Science and Technology, Kunming, Yunnan 650224, P.R. China
C.Q. Wang
College of Life Science and Chemistry, Tianshui Normal University, Tianshui 741001, Gansu provice, P.R. China
X.F. Wang
College of Life Science and Chemistry, Tianshui Normal University, Tianshui 741001, Gansu provice, P.R. China

Corresponding Author(s) : X.D. Li

lixxxd@163.com

Asian Journal of Chemistry, Vol. 27 No. 2 (2015): Vol 27 Issue 2

Abstract

New Schiff base ligand H2L and corresponded to Co(II) and Mn(II) transition metal complexes were prepared with L-tryptophan and 1,3-benzenedialdehyde by condensation reaction. Their structures were characterized by means of elemental analysis, IR, 1H NMR and thermal analyses. The structural and electronic properties of the studied molecules were investigated theoretically by performing density functional theory (DFT) and natural bond orbital theory (NBO) at the B3LYP method and 6-311+G(d, p) level to access reliable results to the experimental values. The results show that the CoL·H2O and MnL·H2O complexes contain one crystal water molecule, the four oxygen atoms of ligand H2L coordinated with Co(II) ions were located at the four vertices of the tetrahedron. The HOMO-LUMO energy gap showed that the indole ring to the unoccupied orbitals of Co(II) with an energy gap of 0.125 a.u, it imply that the CoL·H2O complex has higher catalytic activity and selectivity than MnL·H2O.

Keywords

Schiff base metal complexes Tetrahedral coordination DFT theoretical investigation HOMO-LUMO energy gap
Li, X., An, M., Liu, C., Wang, C., & Wang, X. (2015). Synthesis, Characterization and Calculated Studies of L-Tryptophan Condensation 1,3-Benzenedialdehyde Schiff Base Co(II) and Mn(II) Complexes. Asian Journal of Chemistry, 27(2), 597–603. https://doi.org/10.14233/ajchem.2015.17072
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References
  1. B. Zhang, S. Li, E. Herdtweck and F.E. Kühn, J. Organomet. Chem., 739, 63 (2013); doi:10.1016/j.jorganchem.2013.04.033.
  2. A.H. Kianfar, S. Ramazani, R.H. Fath and M. Roushani, Spectrochim. Acta A, 105, 374 (2013); doi:10.1016/j.saa.2012.12.010.
  3. G. Romanowski and J. Kira, Polyhedron, 53, 172 (2013); doi:10.1016/j.poly.2012.12.038.
  4. W.L. Man, W.W.Y. Lam and T.C. Lau, Acc. Chem. Res., 47, 427 (2014); doi:10.1021/ar400147y.
  5. R.K. Dubey, A.P. Singh and S.A. Patil, Inorg. Chim. Acta, 410, 39 (2014); doi:10.1016/j.ica.2013.10.012.
  6. V.P. Singh, S. Singh, D.P. Singh, K. Tiwari and M. Mishra, J. Mol. Struct., 1058, 71 (2014); doi:10.1016/j.molstruc.2013.10.046.
  7. H.P. Ebrahimi, J.S. Hadi, Z.A. Abdulnabi and Z. Bolandnazar, Spectrochim. Acta A, 117, 485 (2014); doi:10.1016/j.saa.2013.08.044.
  8. S. Thalamuthu, B. Annaraj and M.A. Neelakantan, Spectrochim. Acta A, 118, 120 (2014); doi:10.1016/j.saa.2013.08.065.
  9. R.M. Wang, X.D. Li and Y.F. He, Chin. Chem. Lett., 17, 265 (2006).
  10. L. Lekha, K. Kanmani Raja, G. Rajagopal and D. Easwaramoorthy, J. Organomet. Chem., 75, 72 (2014); doi:10.1016/j.jorganchem.2013.12.014.
  11. H. Naeimi and A. Karshenas, Polyhedron, 49, 234 (2013); doi:10.1016/j.poly.2012.10.019.
  12. G.Q. Jiang, S.J. Li, Y.Q. Zhang and Q.J. Zhang, Inorg. Chem. Commun., 40, 172 (2014); doi:10.1016/j.inoche.2013.12.013.
  13. O.V. Levin, M.P. Karushev, A.M. Timonov, E.V. Alekseeva, S.H. Zhang and V.V. Malev, Electrochim. Acta, 109, 153 (2013); doi:10.1016/j.electacta.2013.07.070.
  14. X.D. Cai, H.Y. Wang, Q.P. Zhang, J.H. Tong and Z.Q. Lei, J. Mol. Catal. Chem., 383-384, 217 (2014); doi:10.1016/j.molcata.2013.12.007.
  15. A. Ourari, M. Khelafi, D. Aggoun, A. Jutand and C. Amatore, Electrochim. Acta, 75, 366 (2012); doi:10.1016/j.electacta.2012.05.021.
  16. Y. Chang, Y.R. Lv, F. Lu, F. Zha and Z.Q. Lei, J. Mol. Catal. Chem., 320, 56 (2010); doi:10.1016/j.molcata.2010.01.003.
  17. M. Salavati-Niasari, E. Esmaeili, H. Seyghalkar and M. Bazarganipour, Inorg. Chim. Acta, 375, 11 (2011); doi:10.1016/j.ica.2011.03.056.
  18. S.E. Schaus, B.D. Brandes, J.F. Larrow, M. Tokunaga, K.B. Hansen, A.E. Gould, M.E. Furrow and E.N. Jacobsen, J. Am. Chem. Soc., 124, 1307 (2002); doi:10.1021/ja016737l.
  19. T. Katsuki, J. Mol. Catal. Chem., 113, 87 (1996); doi:10.1016/S1381-1169(96)00106-9.
  20. D. Wöhrel, H. Bohlen, C. Aeinger and D. Pohl, Makromol. Chem., 185, 699 (1984); doi:10.1002/macp.1984.021850406.
  21. Y. Maeda, M. Miyamoto, Y. Takashima and H. Oshio, Inorg. Chim. Acta, 204, 231 (1993); doi:10.1016/S0020-1693(00)82930-8.
  22. T. Schaefer, S.R. Salman, T.A. Wildman and P.D. Clark, Can. J. Chem., 60, 342 (1982); doi:10.1139/v82-053.
  23. J.D. David and H.E. Hallam, Spectrochim. Acta A, 21, 841 (1965); doi:10.1016/0371-1951(65)80041-8.
  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, E.01, Gaussian, Inc., Wallingford CT (2004).
  25. M. Govindarajan and M. Karabacak, Spectrochim. Acta A, 96, 421 (2012); doi:10.1016/j.saa.2012.05.067.
  26. M. Govindarajan, S. Periandy and K. Carthigayen, Spectrochim. Acta A, 97, 411 (2012); doi:10.1016/j.saa.2012.06.028.
  27. I. Fleming, Frontier Orbitals and Organic Chemical Reactions, John Wiley & Sons, New York (1976).
  28. L.A. Curtiss, P.C. Redfern, K. Raghavachari and J.A. Pople, J. Chem. Phys., 109, 42 (1998); doi:10.1063/1.476538.
  29. C. Ravikumar, I.H. Joe and V.S. Jayakumar, Chem. Phys. Lett., 460, 552 (2008); doi:10.1016/j.cplett.2008.06.047.
  30. R.S. Mulliken, J. Chem. Phys., 23, 1833 (1955); doi:10.1063/1.1740588.
  31. A. Lakshmi and V. Balachandran, J. Mol. Struct., 1033, 40 (2013); doi:10.1016/j.molstruc.2012.08.002.
  32. K.B. Wiberg, Tetrahedron, 24, 1083 (1968); doi:10.1016/0040-4020(68)88057-3.
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