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Vol. 29 No. 8 (2017): Vol 29 Issue 8

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Synthesis of Novel Pyridyl-Based Schiff Base and Its Coordination Behaviour with Ruthenium(II) and Zinc(II)

https://doi.org/10.14233/ajchem.2017.20655
Kamelah S. Al-Rashdi
Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Naser E. Eltayeb
Department of Chemistry, College of Science and Art, King Abdulaziz University, P.O. Box 344, Rabigh 21911, Saudi Arabia
Nada D. Al-Khathami
Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Amal S. Basaleh
Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Mutlaq Al-Jahdali
Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Bandar A. Babgi
Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia; Department of Chemistry, College of Science and Art, King Abdulaziz University, P.O. Box 344, Rabigh 21911, Saudi Arabia

Corresponding Author(s) : Bandar A. Babgi

bbabgi@kau.edu.sa

Asian Journal of Chemistry, Vol. 29 No. 8 (2017): Vol 29 Issue 8

Abstract

High reactivity of the Schiff base product of p-toluidine with pyridine-2-carboxaldehyde was observed, leading to methyl group isomerization (immigration) to ortho-position followed by the dimerization reaction to form biphenyl system. This compound was identified and characterized using IR, ESI MS and NMR spectroscopic methods and its structure confirmed by XRD single crystal. The coordination behaviour of the Schiff base was examined using ruthenium(II) and zinc(II). Two metal complexes were only isolated and identified by X-ray crystallography for ruthenium(II) and zinc(II). The coordination behaviour of both metals differs significantly, although both of them promote the oxidation reaction on one of the azomethine bond.

Keywords

Pyridyl Schiff base Biphenyl formation Ruthenium(II) Zinc(II)
Al-Rashdi, K. S., Eltayeb, N. E., Al-Khathami, N. D., Basaleh, A. S., Al-Jahdali, M., & Babgi, B. A. (2017). Synthesis of Novel Pyridyl-Based Schiff Base and Its Coordination Behaviour with Ruthenium(II) and Zinc(II). Asian Journal of Chemistry, 29(8), 1839–1844. https://doi.org/10.14233/ajchem.2017.20655
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References
  1. A. Pui, T. Malutan, L. Tataru, C. Malutan, D. Humelnicu and G. Carja, Polyhedron, 30, 2127 (2011); https://doi.org/10.1016/j.poly.2011.05.029.
  2. P. Tyagi, S. Chandra, B.S. Saraswat and D. Yadav, Spectrochim. Acta A, 145, 155 (2015); https://doi.org/10.1016/j.saa.2015.03.034.
  3. G.B. Bagihalli, P.G. Avaji, S.A. Patil and P.S. Badami, Eur. J. Med. Chem., 43, 2639 (2008); https://doi.org/10.1016/j.ejmech.2008.02.013.
  4. R.S. Hoonur, B.R. Patil, D.S. Badiger, R.S. Vadavi, K.B. Gudasi, P.R. Dandawate, M.M. Ghaisas, S.B. Padhye and M. Nethaji, Eur. J. Med. Chem., 45, 2227 (2010); https://doi.org/10.1016/j.ejmech.2010.01.072.
  5. K.A. Khadra, S. Mizyed, D. Marji, S.F. Haddad, M. Ashram and A. Foudeh, Spectrochim. Acta A, 136, 1869 (2015); https://doi.org/10.1016/j.saa.2014.10.100.
  6. D. Ma, P. Ma, D.S. Chan, K. Leung, H. He and C. Leung, Coord. Chem. Rev., 256, 3087 (2012); https://doi.org/10.1016/j.ccr.2012.07.005.
  7. B. Babgi and A. Alzahrani, J. Fluoresc., 26, 1415 (2016); https://doi.org/10.1007/s10895-016-1833-0.
  8. K.B. Manjunatha, R. Dileep, G. Umesh and B.R. Bhat, Mater. Lett., 105, 173 (2013); https://doi.org/10.1016/j.matlet.2013.03.076.
  9. J.M. Floyd, G.M. Gray, A.G. VanEngen Spivey, C.M. Lawson, T.M. Pritchett, M.J. Ferry, R.C. Hoffman and A.G. Mott, Inorg. Chim. Acta, 358, 3773 (2005); https://doi.org/10.1016/j.ica.2005.05.009.
  10. E.H. Cordes and W.P. Jencks, J. Am. Chem. Soc., 85, 2843 (1963); https://doi.org/10.1021/ja00901a037.
  11. S. Patil, S.D. Jadhav and U.P. Patil, Arch. Appl. Sci. Res., 4, 1074 (2012).
  12. L. Guofa, N. Chongwu, L. Bin and M. Kunyuan, Polyhedron, 9, 2019 (1990); https://doi.org/10.1016/S0277-5387(00)84030-9.
  13. B.P. Sullivan, D.J. Salmon and T.J. Meyer, Inorg. Chem., 17, 3334 (1978); https://doi.org/10.1021/ic50190a006.
  14. G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); https://doi.org/10.1107/S0108767307043930.
  15. G.M. Sheldrick, Acta Crystallogr. C, 71, 3 (2015); https://doi.org/10.1107/S2053229614024218.
  16. A.L. Spek, Acta Crystallogr. C, 71, 9 (2015); https://doi.org/10.1107/S2053229614024929.
  17. Bruker, APEX3, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA (2016).
  18. J. Norris and H. Turner, J. Am. Chem. Soc., 61, 2128 (1939); https://doi.org/10.1021/ja01877a044.
  19. J. Norris and G. Vaala, J. Am. Chem. Soc., 61, 2131 (1939); https://doi.org/10.1021/ja01877a045.
  20. A. Ajaz, E.C. McLaughlin, S.L. Skraba, R. Thamatam and R.P. Johnson, J. Org. Chem., 77, 9487 (2012); https://doi.org/10.1021/jo301848g.
  21. K. Beschmann and L. Riekert, J. Catal., 141, 548 (1993); https://doi.org/10.1006/jcat.1993.1163.
  22. K. Griesbaum, A. Behr, D. Biedenkapp, H.-W. Voges, D. Garbe, C. Paetz, C. Collin, D. Mayer and H. Höke, Hydrocarbons, Ullmann’s Encyclopedia of Industrial Chemistry (2000).
  23. S. Mukhopadhyay, G. Rothenberg, G. Lando, K. Agbaria, M. Kazanci and Y. Sasson, Adv. Synth. Catal., 343, 455 (2001); https://doi.org/10.1002/1615-4169(200107)343:5<455::AIDADSC455>3.0.CO;2-O.
  24. M. Grzybowski, K. Skonieczny, H. Butenschön and D.T. Gryko, Angew. Chem. Int. Ed., 52, 9900 (2013); https://doi.org/10.1002/anie.201210238.
  25. A.C.G. Hotze, J.A. Faiz, N. Mourtzis, G.I. Pascu, P.R.A. Webber, G.J. Clarkson, K. Yannakopoulou, Z. Pikramenou and M.J. Hannon, Dalton Trans., 3025 (2006); https://doi.org/10.1039/b518027a.
  26. M. Giurg, S.B. Said, L. Syper and J. Mlochowski, Synth. Commun., 31, 3151 (2001); https://doi.org/10.1081/SCC-100105891.
  27. A.J. Canty, P.R. Traill, B.W. Skelton and A.H. White, Inorg. Chim. Acta, 255, 117 (1997); https://doi.org/10.1016/S0020-1693(96)05357-1.
  28. S.M. Couchman, J.M. Dominguez-Vera, J.C. Jeffery, C.A. McKee, S. Nevitt, M. Pohlman, C.M. White and M.D. Ward, Polyhedron, 17, 3550 (1998); https://doi.org/10.1016/S0277-5387(98)00145-4.
  29. P. Sengupta, R. Dinda, S. Ghosh and W.S. Sheldrick, Polyhedron, 20, 3349 (2001); https://doi.org/10.1016/S0277-5387(01)00946-9.
  30. T. Chattopadhyay, M. Mukherjee, K.S. Banu, A. Banerjee, E. Suresh, E. Zangrando and D. Das, J. Coord. Chem., 62, 967 (2009); https://doi.org/10.1080/00958970802385837.
  31. E. Katsoulakou, N. Lalioti, C.P. Raptopoulou, A. Terzis, E. Manessi-Zoupa and S.P. Perlepes, Inorg. Chem. Commun., 5, 719 (2002); https://doi.org/10.1016/S1387-7003(02)00542-7.
  32. S.-M. Yue, H.-B. Xu, J.-F. Ma, Z.-M. Su, Y.-H. Kan and H.-J. Zhang, Polyhedron, 25, 635 (2006); https://doi.org/10.1016/j.poly.2005.07.021.
  33. L. Yang, D.R. Powell and R.P. Houser, Dalton Trans., 955 (2007); https://doi.org/10.1039/B617136B.
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