Complexation of Bis-2-(benzylideneamino)Phenol to Cobalt(II) and Zinc(II), and their Spectroscopic Studies

  • Meng Guan Tay
  • Zainab Ngaini
  • Maya Asyikin Mohd Arif
  • Norazilawati Muhamad Sarih
  • Wan M. Khairul
  • Siu Ping Lau Lau
  • Emelia Enggie
Keywords: Bis-Schiff base, Co and Zn complexation

Abstract

A bis-Schiff base of bis-2-(benzylideneamino)phenol (SB1) was synthesized via condensation reaction of
terephthaldehyde and 2-aminophenol in ethanol. SB1 was then reacted with respective MX2 salt (M = Co & Zn,
X = Cl & OAc) in the ligand to metal ratio of 1:2 under refluxing condition in ethanolic KOH solution for six
hours. All synthesized complexes were characterized using FT-IR and UV-vis spectroscopy. The formation of
complexes with Co and Zn was indicated by the shifts observed from the IR peaks and λmax of the UV absorption
bands for the C=N bond. The IR peak at 1621 cm-1 in SB1 was shifted to around 1638 and 1619 cm-1 after
forming its complexes with Co and Zn, respectively. The absorption band of C=N bond was blue shifted from
λmax of 384 nm to 307 nm in Co(II) complex, whereas this band was red-shifted to 389 nm in the Zn(II) complex.
Therefore, SB1 was confirmed to coordinate with the Co(II) and Zn(II) metal centres via the imine nitrogen.

References

Abd-Elzaher, M. M. (2001). Spectroscopic characterization of some tetradentate Schiff bases and their complexes with nickel, copper and zinc. Journal Chinese Chemical Society, 48: 153-158.

https://doi.org/10.1002/jccs.200100027

Bagihalli, G. B., Patil, S. A., & Badami, P. S. (2009). Synthesis, physicochemical investigation and biological studies of Zinc (II) complexes with 1,2,4-Triazole Schiff base. Journal of the Iranian Chemical Society, 6(2): 259-270.

https://doi.org/10.1007/BF03245833

Bhattacharjee, C. R., Goswami, R. & Mondal, P. (2012). Synthesis, reactivity, thermal, electrochemical and magnetic studies on iron (III) complexes of tetradentate Schiff base ligands. Inorganica Chimica Acta, 387: 86-92.

https://doi.org/10.1016/j.ica.2011.12.056

Cotton, F. A., Wilkinson, G., Murillo, C. A., & Bochmann, M. (1999). Advanced Inorganic Chemistry. New York: John Wiley & Sons. pp 598-702.

Cozzi, P. G. (2004). Metal-Salen Schiff base complexes in catalysis: Practical aspects. Chemical Society Reviews, 33: 410-421.

https://doi.org/10.1039/B307853C

Crabtree, R. H. (1994), The Organometallic Chemistry of the Transition Metals. Second Edition. New York: John Wiley & Sons. p. 487.

Ebsworth, E. A. V., Rankin, D. W. H. & Cradock, S. (1987). Structural Methods in Inorganic Chemistry. Oxford: Blackwell. p456.

Ershad, S., Sagathforoush, L. A., Nezhad, G. K., & Kangari, S. (2009). Electrochemical behavior of N2SO Schiff-Base Co (II) complexes in non-aqueous media at the surface of solid electrode. Institute of Electrical and Electronics Engineers, 4: .

Kumar, S., Niranjan, M. S., Chaluvaraju, K. C., Jamakhandi, C. M., & Kadadevar, D. (2010). Synthesis and antimicrobial study of some Schiff base of sulfonamides. Journal of Current Pharmaceutical Research, 1: 39- 42.

Li, H. Y., Li, J. W. & Qiang, W. (2009). Bis{2-[3-(dimethylamino) propyliminomethyl]-4,6-disulfanylphenolato}cobalt(II). Acta Crystallography, 65: 1073.

https://doi.org/10.1107/S1600536809031389

Maity, D., Chattopadhyay, S., Ghosh, A.,Michael, G.B. Drew, M. G. B. & Mukhopadhyay G. (2011). Syntheses, characterization and X-ray crystal structures of a mono- and a penta-nuclear nickel (II) complex with oximato Schiff base ligands. Inorganica Chimica Acta, 365: 25-31.

https://doi.org/10.1016/j.ica.2010.07.029

Nishinaga, A., Yamada, T., Fujisawa, H., & Ishizaki, K. (1988). Catalaysis cobalt Schiff complexes in the oxygenation of alkenes on mechanism of ketonization. Journal of Molecular Catalysis, 48: 249-264.

https://doi.org/10.1016/0304-5102(88)85009-0

Ortiz, B., & Park, S. M. (2000). Electrochemical and spectroelectrochemical studies of cobalt salen and salophen as oxygen reduction catalysts. Bulletin of Korean Chemical Society, 21(4): 405-411.

Park, S. S., Mathur, V. K., & Planalp, R. P. (1998). Syntheses, solubilities and oxygen absorption properties of new cobalt (II) Schiff-base complexes. Polyhedron, 17(2-3): 325-330.

https://doi.org/10.1016/S0277-5387(97)00308-2

Patel, S. H., Pansuriya, P. B., Chhasatia, M. R., Parekh, H. M., & Patel, M. N. (2008). Coordination chain polymeric assemblies of trivalent lanthanides with multidentate Schiff base synthetic, spectral investigation and thermal aspects. Journal of Thermal Analysis and Calorimetry, 91(2): 413-418.

https://doi.org/10.1007/s10973-007-8542-5

Przybylski, P., Huczynski, A., Pyta, K., Brzezinski, B. & Bartl, F. (2009). Biological properties of Schiff bases and azo derivatives of phenols. Current Organic Chemistry, 13(2): 124-148.

https://doi.org/10.2174/138527209787193774

Ran, X. G., Wang, L. Y., Cao, D. R., Lin, Y. C., & Hao, J. (2011). Synthesis, characterization and in vitro biological activity of cobalt (II), copper (II) and zinc (II) Schiff base complexes derived from salicylaldehyde and D, Lselenomethionine. Applied Organometallic Chemistry, 25: 9-15.

https://doi.org/10.1002/aoc.1680

Ray, A., Georgina M. Rosair, G. M., Pilet, G, Dede, B., Gómez-García, C. J., Signorella, S., Bellú, S. & Mitra, S. (2011). Preferential azido bridging regulating the structural aspects in cobalt (III) and copper (II)-Schiff base complexes: Syntheses, magnetostructural correlations and catalytic studies. Inorganica Chimica Acta, 375: 20-30.

https://doi.org/10.1016/j.ica.2011.04.008

Salavati-Niasari, M., Salemi, P., & Davar, F. (2005). Oxidation of cyclohexene with tertbutylhydroperoxide and hydrogen peroxide catalysted by copper (II), nickel (II), cobalt (II) and mangan (II) complexes of N,N'-bis-(a-methylsalicylidene)-2, 2 dimethylpropane-1,3-diamine, supported on alumina. Journal of Molecular Catalysis A: Chemical, 238: 215-222.

https://doi.org/10.1016/j.molcata.2005.05.026

Solomons, T. W. G., & Fryhle, C.B. (2011). Organic Chemistry. Tenth Edition. Asia: John Wiley & Sons. p751.

Tarafder, M. T. H., Khoo T. J., Crouse, K. A., Ali, A. M., Yamin, B. M. & Fun, H. K. (2002). Coordination chemistry and bioactivity of Ni2+, Cu2+, Cd2+ and Zn2+ complexes containing bidentate Schiff bases derived from S-benzyldithiocarbazate and the X-ray crystal structure of bis[Sbenzylb- -(5-methyl-2-furylmethylene) dithiocarbazato] cadmium (II), Polyhedron, 21: 2683-2690.

https://doi.org/10.1016/S0277-5387(02)01188-9

Turan, N., & Sekerci, M. (2009). Synthesis and characterization of Co (II), Ni (II), Cd (II) and Cu (II) complexes of bis- Schiff base obtained from 1, 8- diaminonaphthalene. Journal of the Chemical Society of Pakistan, 31(4), 564-568.

How to Cite
Tay, M. G., Ngaini, Z., Mohd Arif, M. A., Sarih, N. M., Khairul, W. M., Lau, S. P. L., & Enggie, E. (1). Complexation of Bis-2-(benzylideneamino)Phenol to Cobalt(II) and Zinc(II), and their Spectroscopic Studies. Borneo Journal of Resource Science and Technology, 3(1), 26-34. https://doi.org/10.33736/bjrst.253.2013
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