Synthesis, characterization and catalytic properties of some transition metal complexes of new phenoxy-imine ligand

Year 2017, Volume: 1 Issue: 1, 37 - 45, 15.11.2017

Ali Çapan Gökhan Ceyhan , Mehmet Sönmez

https://doi.org/10.32571/ijct.345418

Cited By: 1

Abstract

In this study a new
Schiff base ligand was synthesized by the reaction of salicylaldehyde,
1,2-bis(bromomethyl)benzene and 4-nitrobenzenamine. [Cr(L)Cl₂]Cl·H₂O,
[Fe(L)Cl₂]Cl·2H₂Oand [Ru(L)Cl₂]Cl complexes were synthesized with this ligand and Cr(III), Fe(III) and
Ru(III) chloride salts. The structures of the ligand and the obtained
complexes were characterized using Elemental Analysis, FT-IR, ¹H-NMR,
¹³C-NMR, UV-Vis, Magnetic Susceptibility and Thermogravimetric Analysis.
The synthesized phenoxy-imine ligand is a ligand of the O₂N₂
type. The resulting metal complexes are mononuclear and have octahedral
geometry. Preliminary studies have also been carried out on the catalytic
effects of complexes in cycloalkane oxidation and in cycloalkene epoxidation.
In the general sense, the catalyst that triggers the highest product formation
in the synthesized catalysts are the Ru(III) complex. It is suggested that
Ru(III) complexes can be used in such catalysis reactions since they exhibit a
high catalytic effect on cyclohexane oxidation.

Keywords

Phenoxy-imine ligand, metal complexes, catalyst

References

• 1. Karaoglu, K.; Baran, T.; Serbest, K.; Er, M.; Degirmencioglu, I. J. Mol. Struct. 2009, 922, 39-45.
• 2. Ekmekcioglu, P.; Karabocek, N.; Karabocek, S.; Emirik, M. J. Mol. Struct. 2015, 1099, 189-196.
• 3. Er, M.; Sancak, K.; Değirmencioğlu, I., Serbest, K. J. Mol. Struct. 2008, 882, 35-46.
• 4. Azadbakht, R.; Khanabadi, J.. Inorg. Chem. Commun. 2013, 30, 21-25.
• 5. Abbo, H. S.; Titinchi, S. J. J.; Prasad, R.; Chand, S. J. Mol. Catal. A: Chem. 2005, 225, 225¬232.
• 6. Wang, Y.; Fu, Z.; Wen, X.; Rong, C,; Wu, W.; Zhang, Chao.; Deng, J.; Dai, B.; Kirk S.R.; Yin, D. J. Mol. Catal. A: Chem. 2014, 384, 46-52.
• 7. Zoubi, W.A.L.; Kandil, F.; Chebani, M.K. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 2011, 79(5), 1909-1914.
• 8. Çolak, M.; Demirel, N. Tetrahedron: Asymmetry 2008, 19(5), 635-639.
• 9. Temel, H.; Çakır, Ü.; Uğraş, H.İ.; Şekerci, M. J. Coord. Chem. 2003, 56, 943-951.
• 10. Sönmez, M.; Çelebi, M. and Berber, İ. Eur. J. Med. Chem. 2010, 45, 1935-1940.
• 11. Sivakumar, R.; Reena, V.; Ananthi N.; Babu, M.; Anandan, S.; Velmathi, S. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 2010, 75(3), 1146-1151.
• 12. Ceyhan, G.; Çelik, C.; Uruş, S.; Demirtaş, İ.; Elmastaş, M.; Tümer, M. Spectrochim Acta Part A: Mol. Biomol. Spectrosc. 2011, 81(1), 184-198. 13. Masih, I.; Fahmi, N. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 2011, 79(5), 940-947.
• 14. Rajsekhar, G.; Rao, C.P.; Saarenketo, P.; Nattinenb, K.; Rissanen, K. New J. Chem. 2004, 28, 75-84.
• 15. Hailu, S. L,; Nair, B.U.; Redi‐Abshiro, M.; Diaz, I.; Aravindhan, R.; Tessema, M. Chinese J. Catal. 2016, 37(1), 135-145.
• 16. Zhao, Y.; Tang, Y.; Liu, W.S.; Tang, Ning.; Tan, M.Y. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 2006, 65(2), 372-377.
• 17. Shoair, A.F,; El-Shobaky, A.R,. Azab, E.A. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 2015, 151, 322-334.
• 18. Baran, T.; Karaoglu, K.; Serbest, K.; Ağır, H.; Sandallı, C.; Değirmencioğlu, İ. Monatshefte für Chemie. 2013, 144, 1107-1115.
• 19. El-Shobaky, A. R. Met-Org. Nano-Met. Chem. 2015, 45, 1481-1488.
• 20. Yilmaz Obali, .A.; Ucan, H.I. J. Mol. Struct. 2015, 1081, 74-78.
• 21. Karahan, A.; Yardan, A.; Yahsi, Y.; Kara, H.; Kurtaran, R. SDU J. Sci. (e-Journal). 2013, 8(2), 163-174.
• 22. Naeimi, H.; Tarazian, R. J. Heterocyclic Chem. 2014, 51, 566.
• 23. Kaya, İ.; Çulhaoğlu, S. Chinese J. Polym. Sci. 2012, 5, 682−693.
• 24. Taşkın, O.K.; Öztürk, Ö.F.; Canpolat, E.. BEÜ Fen Bilimleri Dergisi. 2012, 1, 34-39 (in Turkish).
• 25. Canpolat, E.; Ağlamış, A., Şahal, H.; Kaya, M. Fen Bilimleri Dergisi (CFD), 2016, 37(1), 65-73.
• 26. Serbest, K.; Karaoğlu, K.; Erman, M.; Er, M.; Değirmencioğlu, İ. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 2010, 77(3), 643-651.
• 27. Rajakumar, P.; Murali, V. Tetrahedron 2004, 60, 2351-2360.
• 28. Rsmussen, J.C.; Toftlund, H.; Nivorzhkin, A.N.; Bourasse, J.; Ford, P.C. Inorg. Chim. Acta 1996, 251, 291-298.
• 29. Islam, Sk.M.; Paul, S.; Roy A.S.; Banerjee, S.; Ghosh, K.; Dey, R.C.; Santra, S.C. Trans. Metal. Chem. 2013, 38(6), 675-682.
• 30. Wang, Y.; Wen, X.; Rong, C.; Tang, S.; Wu, W.; Zhang, C.; Liu, Y.; Fu, Z. J. Mol. Catal. A: Chem. 2016, 411, 103-109.
• 31. Pramanik, A.K.; Mondal, T.K. Inorg. Chim. Acta 2014, 411, 106-112.
• 32. Dhara, P. K.; Drew, M. G. B.; Chattopadhyay P. Polyhedron 2006, 25, 1939-1945.
• 33. Anastasiadis, N.; Bilis, G.; Plakatouras, J.C.; Raptopoulou, C.P.; Psycharis, V.; Beavers, C.; Teat, S.J.; Louloudi, M., Perlepes, S.P. Polyhedron 2013, 64, 189-202.
• 34. Geary, W J. Coord. Chem. Rev. 1971, 7(1), 81-122.
• 35. Manonmani, J.; Kandaswamy, M.; Narayanan, V.; Thirumurugan, R.; Shanmuga Sundura Raj, S.; Shanmugam, G., Ponnuswamy, M.N.; Fun, H.K. Polyhedron 2001, 20, 3039-3048.
• 36. Abdel-Latif, S. A.; Hassib, H. B.; Issa, Y. M. Spectrochim Acta Part A: Mol. Biomol. Spectrosc. 2007, 67(3-4), 950-957.
• 37. Urus, S.; Keles M.; Serindag, O. J. Inorg. Organometal Polym. 2010, 20, 152-160.
• 38. Retcher, B.; Costa, J.S.; Tang, J.; Hage, R.; Gamez, P.; Reedijk, J. J. Mol. Catal. A: Chem. 2008, 286, 1-5.
• 39. Luque R.; Badamali, S.K.; Clark, J.H.; Fleming, M.; Macquarrie, D.J. Appl. Catal. A: Gen. 2008, 341, 154-159.