Issue

Vol. 31 No. 2 (2019): Vol. 31 No. 2

Copyright (c) 2019 AJC

Creative Commons License

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

Hydrolysis of -N=CH- Bond in 2-Salicylidene-4-aminophenyl benzimidazole by Palladium(II)

https://doi.org/10.14233/ajchem.2019.21584
M. Chandrakala
Department of Chemistry, Bangalore Institute of Technology, Bengaluru-560004, India; Department of Chemistry, V.V. Pura College of Science, K.R. Road, Bengaluru-560004, India

Corresponding Author(s) : M. Chandrakala

mchandrakala.kum@gmail.com

Asian Journal of Chemistry, Vol. 31 No. 2 (2019): Vol. 31 No. 2

Abstract

The Schiff base, 2-salicylidene-4-aminophenyl benzimidazole (I, SAPbzlH) in ethanolic medium reacts with palladium(II) in acidic medium (HCl/HBr) and coordinated SAPbzlH undergoes hydrolysis at -N=CH- bond to yield salicylaldehyde and square planar complexes having composition [Pd(C13H11N3)2X2]·2HX (II) (X = Cl, Br). The obtained complexes have been characterized by elemental analysis, atomic absorption spectra, infrared, electronic and extensive utility of NMR. Possible mechanism for the hydrolysis of coordinated 2-salicylidene-4-aminophenyl benzimidazole (SAPbzlH) has been proposed.

Keywords

Schiff base Divalent palladium Correlation spectroscopy Hydrolysis
Chandrakala, M. (2018). Hydrolysis of -N=CH- Bond in 2-Salicylidene-4-aminophenyl benzimidazole by Palladium(II). Asian Journal of Chemistry, 31(2), 287–292. https://doi.org/10.14233/ajchem.2019.21584
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. U.A. Çevik, B.N. Saglik, Y. Özkay, Z. Cantürk, J. Bueno, F. Demirci and A.S. Koparal, Curr. Pharm. Des., 23, 2276 (2017); https://doi.org/10.2174/1381612822666161201150131.
  2. S. Bellemin-Laponnaz and S. Dagorne, Chem. Rev., 114, 8747 (2014); https://doi.org/10.1021/cr500227y.
  3. P.-H. Lanoë, B. Najjari, F. Hallez, G. Gontard and H. Amouri, Inorganics, 5, 58 (20 min-Laponnaz and S. Dagorne, Chem. Rev., 114, 8747 (2014); https://doi.org/10.1021/cr500227y.
  4. J.C. Ruble, and G.C. Fu, J. Org. Chem., 61, 7230 (1996); https://doi.org/10.1021/jo961433g.
  5. L. Pan, N. Hang, C. Zhang, Y. Chen, S. Li, Y. Sun, Z. Li and X. Meng, Molecules, 22, 213 (2017); https://doi.org/10.3390/molecules22020213.
  6. M. Selvaganapathy and N. Raman, J. Chem. Biol. Ther., 1, 108 (2016); https://doi.org/10.4172/2572-0406.1000108.
  7. R.E. Harmon, S.K. Gupta and D.J. Brown, Chem. Rev., 73, 21 (1973); https://doi.org/10.1021/cr60281a003.
  8. S.S. Kukalenko, B.A. Bovykin, S.I. Shestakova and A.M. Omel’chenko, Russ. Chem. Rev., 54, 676 (1985); https://doi.org/10.1070/RC1985v054n07ABEH003103.
  9. R.J. Sundberg and R.B. Martin, Chem. Rev., 74, 471 (1974); https://doi.org/10.1021/cr60290a003.
  10. P.N. Preston, Chem. Rev., 74, 279 (1974); https://doi.org/10.1021/cr60289a001.
  11. R.C. Van Landschoot, J.A.M. Van Hest and J. Reedijk, J. Inorg. Nucl. Chem., 38, 185 (1976); https://doi.org/10.1016/0022-1902(76)80081-4.
  12. L.K. Thompson, B.S. Ramaswamy and R.D. Dawe, Can. J. Chem., 56, 1311 (1978); https://doi.org/10.1139/v78-218.
  13. G.K.N. Reddy and B.R. Ramesh, Indian J. Chem., 15A, 621 (1977).
  14. B. Rosenberg, L. Vancamp, J. Trosko and V.H. Mansour, Nature, 222, 385 (1969); https://doi.org/10.1038/222385a0.
  15. E. Wong and C.M. Giandomenico, Chem. Rev., 99, 2451 (1999); https://doi.org/10.1021/cr980420v.
  16. Z. Guo and P.J. Sadler, Adv. Inorg. Chem., 49, 183 (1999); https://doi.org/10.1016/S0898-8838(08)60271-8.
  17. B. Rosenberg, ed.: H. Sigel, Metal Ions in Biological Systems, Dekker: New York, vol. 11, p. 127 (1980).
  18. J.J. Roberts, eds.: G.L. Eichhorn and L.G. Marzilli, Metal Ions in Genetic Information Transfer, Elsevier: Amsterdam, p. 273 (1981).
  19. D.S. Gill, eds: M.P. Hacker, E.B. Douple and I.H. Krakoff, Platinum Coordination Complexes in Cancer Chemotherapy, Nijhoff: Boston, pp. 267–278 (1984).
  20. M.M. Shoukry, M.R. Shehata, A. Abdel-Razik and A.T. Abdel-Karim, Monatsh. Chem., 130, 409 (1999); https://doi.org/10.1007/PL00010222.
  21. A.A. El-Sherif, M.M. Shoukry and R. van Eldik, J. Chem. Soc., Dalton Trans., 1425 (2003); https://doi.org/10.1039/b212104b.
  22. T. Rau, M.M. Shoukry and R. van Eldik, Inorg. Chem., 36, 1454 (1997); https://doi.org/10.1021/ic961192v.
  23. M.M.A. Mohamed and M.M. Shoukry, Polyhedron, 20, 343 (2001); https://doi.org/10.1016/S0277-5387(00)00612-4.
  24. A.A. El-Sherif, J. Solution Chem., 35, 1287 (2006); https://doi.org/10.1007/s10953-006-9062-9.
  25. P. Tamayo, M.A. Mendiola, J.R. Masaguer and C. Molleda, Transition Met. Chem., 14, 283 (1989); https://doi.org/10.1007/BF01098230.
  26. N. Shashikala, N.M. Nanje Gowda and G.K.N. Reddy, J. Indian Chem. Soc., 62, 928 (1985).
  27. S. Santra, G. Krishnamoorthy and S.K. Dogra, J. Mol. Struct., 559, 25 (2001); https://doi.org/10.1016/S0022-2860(00)00684-0.
  28. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compound, Part B, Wiley: Chichester, edn 5 (1997).
  29. A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier: Amsterdam (1968).
  30. D.N. Sathyanarayana, Electronic Absorption Spectroscopy and Related Techniques, Universities Press India (2001).
  31. M. Biddau, M. Massacesi, G. Ponticelli, G. Devoto and I.A. Zakharova, Polyhedron, 2, 1261 (1983); https://doi.org/10.1016/S0277-5387(00)84384-3.
  32. M. Massacesi, R. Pinna, M. Biddau, G. Ponticelli and I.A. Zakharova, Inorg. Chim. Acta, 80, 151 (1983); https://doi.org/10.1016/S0020-1693(00)91276-3.
  33. T.N. Hazarika and T. Bora J. Indian Chem., 22A, 439 (1983).
  34. M. Chandrakala, B.S. Sheshadri, N.M. Nanje Gowda, K.G.S. Murthy and K.R. Nagasundara, J. Chem. Res., 34, 576 (2010); https://doi.org/10.3184/030823410X12864689639476.
  35. M. Chandrakala, N.M. Nanje Gowda, K.G.S. Murthy and K.R. Nagasundara, Magn. Reson. Chem., 50, 335 (2012); https://doi.org/10.1002/mrc.2857.
  36. N. Chandrashekhar, B. Thomas, V. Gayathri, K.V. Ramanathan and N.M.N. Gowda, Magn. Reson. Chem., 46, 769 (2008); https://doi.org/10.1002/mrc.2239.
  37. B. Baishya, G.N.M. Reddy, U.R. Prabhu, T.N.G. Row and N. Suryaprakash, J. Phys. Chem. A, 112, 10526 (2008); https://doi.org/10.1021/jp8055174.
  38. G.N. Manjunatha Reddy, T.N. Guru Row and N. Suryaprakash, J. Magn. Reson., 196, 119 (2009); https://doi.org/10.1016/j.jmr.2008.10.018.
  39. G.N. Manjunatha Reddy, S.K. Nayak, T.N. Guru Row and N. Suryaprakash, Magn. Reson. Chem., 47, 684 (2009); https://doi.org/10.1002/mrc.2449.
  40. N. Kumari, V.K. Yadav, S. Zalis and L. Mishra, Indian J. Chem., 51A, 554 (2012).
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 1