Synthesis and characterization of Ni(II) and Cu(II) complexes derived from novel phenolic Mannich bases
The novel phenolic Mannich bases 2,2'-(2-hydroxy-4,5- dimethylbenzylazanediyl)diethanol (1) and 2-((2-(4-(2-hydroxy-4,5- dimethylbenzyl)piperazin-1-yl)ethylamino)methyl)-4,5-dimethylphenol (2) have been synthesized in good yield by using a microwave-induced technique from 3,4-dimethylphenol and corresponding amines in the presence of formaldehyde. Metal complexes of 1 and 2 for Ni(II) (3 and 5) and for Cu(II) (4 and 6) have also been prepared and all compounds have been characterized by elemental and spectral analyses. Thermal, magnetic, and electronic studies have also been reported for metal complexes. Electronic spectra and magnetic susceptibility measurements suggested tetrahedral geometry for Ni(II) (3), square planar geometry for Cu(II) (4) complexes of 1, and octahedral geometries for both Ni(II) (5) and Cu(II) (6) complexes of 2.
Synthesis and characterization of Ni(II) and Cu(II) complexes derived from novel phenolic Mannich bases
The novel phenolic Mannich bases 2,2'-(2-hydroxy-4,5- dimethylbenzylazanediyl)diethanol (1) and 2-((2-(4-(2-hydroxy-4,5- dimethylbenzyl)piperazin-1-yl)ethylamino)methyl)-4,5-dimethylphenol (2) have been synthesized in good yield by using a microwave-induced technique from 3,4-dimethylphenol and corresponding amines in the presence of formaldehyde. Metal complexes of 1 and 2 for Ni(II) (3 and 5) and for Cu(II) (4 and 6) have also been prepared and all compounds have been characterized by elemental and spectral analyses. Thermal, magnetic, and electronic studies have also been reported for metal complexes. Electronic spectra and magnetic susceptibility measurements suggested tetrahedral geometry for Ni(II) (3), square planar geometry for Cu(II) (4) complexes of 1, and octahedral geometries for both Ni(II) (5) and Cu(II) (6) complexes of 2.
___
- Haidue, L.; Coord. Chem. Rev. 1990, 99, 253–256.
- Singh, B.; Singh, R. N.; Aggarwal, R. C. Polyhedron 1985, 4, 401–407.
- Mishra, A. P.; Srivastavan, S. K. J. Indian Council Chem. 1994, 10, 2–7.
- Sujatha, S.; Rajendiran, T. M.; Kannappan, R.; Venkatesan, R.; Sambasiva Rao, P. Proc. Indian Acad. Sci. (Chem. Sci.) 2000, 112, 559–572.
- Bertoncello, K.; Fallon, G. D.; Hodgkin, J. H.; Murray, K. S. Inorg. Chem. 1988, 27, 4750–4758.
- Diril, H.; Chang, H. R.; Zhang, X.; Potenza, S. K.; Piperpont, C. G.; Schugar, H. J.; Isied, S. S. D.; Hendrickson, N. J. Am. Chem. Soc. 1987, 109, 6207–6208.
- Buchanan, R. M.; Oberhausen, K. J.; Richardson, J. F. Inorg. Chem. 1987, 26, 971–973.
- Dimmock, J. R.; Kumar, P. Curr. Med. Chem. 1997, 4, 1–22.
- Dimmock, J. R.; Vashishtha, S. C.; Quail, J. W.; Pugazhenthi, U.; Zimpel, Z.; Sudom, A. M.; Allen, T. M.; Kao, G. Y.; Balzarini, J.; De Clercq, E. J. Med. Chem. 1998, 41, 4012–4020.
- Rao, H. S. P.; Poonguzhali, E.; Senthilkumar, S. P. Synt. Commun. 2008, 38, 937–942.
- Palaniappan, S.; John, A.; Amarnath, C. A.; Rao, V. J. J. Mol. Catal. A: Chemical 2004, 218, 47–53.
- Loh, T. P.; Chen, S. L. Org. Lett. 2002, 4, 3647–3650.
- Ollevier, T.; Nadeau, E. J. Org. Chem. 2004, 69, 9292–9295.
- Wang, L. M.; Han, J. W.; Sheng, J.; Tian, H.; Fan, Z. Y. Catal. Commun. 2005, 6, 201–204.
- Rondot, C. J. Zhu, Org. Lett. 2005, 7, 1641–1644.
- Pandey, G.; Singh, R. P.; Garg, A.; Singh, V. K. Tetrahedron Lett. 2005, 46, 2137–2140.
- Manabe, K.; Mori, Y.; Kobayashi, S. Tetrahedron 2001, 57, 2537–2544.
- Azizi, N.; Torkiyan, L.; Saidi, M. R. Org. Lett. 2006, 8, 2079–2082.
- Hayashi, Y.; Urushima, T.; Shin, M.; Shoji, M. Tetrahedron Lett. 2005, 61, 11393–11404.
- Ibrahem, I.; Zou, W. B.; Engqvist, M.; Xu, Y. M.; Cordova, A. Chem. Eur. J. 2005, 11, 7024–7029.
- Hayashi, Y.; Tsuboi, W.; Ashimine, I.; Urushima, T.; Shoji, M.; Sakai, K. Angew. Chem. Int. Ed. 2003, 42, 3677–3680.
- Raman, N.; Esthar, S.; Thangaraja, C. J. Chem. Sci. 2004, 116, 209–213.
- Omar, M. M.; Mohamed, G. G. Spectrochim. Acta A 2005, 61, 929–936.
- Supriya, S.; Raghavan, A.; Vijayaraghavan, V. R.; Chinnakali, K.; Fun, H. K.; Subramanian, J. Polyhedron 2007, 26, 3217–3226.
- Chkaku, N.; Nakamoto, K. Inorg. Chem. 1971, 10, 768–772.
- Kapahi, A.; Pandeya, K. P.; Singh, R. P. J. Inorg. Nucl. Chem. 1987, 40, 355–361.
- El-Shazly, R. M.; Al-Hazmi, G. A. A.; Ghazy, S. E.; El-Shahawi, M. S.; El-Asmy, A. A. Spectr. Chim. Acta 2005, 61A, 243–248.
- Yenikaya, C.; Poyraz, M.; Sarı, M.; Demirci, F.; ˙Ilkimen, H.; B¨ uy¨ ukg¨ ung¨ or, O. Polyhedron 2009, 28, 3526–3532. Quian, J.; Xie, M. J.; Feng, L.; Tian, J. L.; Shang, J.; Zhang, Y. A.; Yan, S. P. J. Coord. Chem. 2010, 63, 2239–2246.
- Eskander, M. F.; Khalil, T. E.; Werner, R.; Haase, W.; Svoboda, I.; Fuss, H. Polyhedron 2000, 19, 949–958.
- Reddy, P. S.; Reddy, K. H. Polyhedron 2000, 19, 1687–1692.
- U¸car, ˙I.; Bulut, A.; B¨ uy¨ ukg¨ ung¨ or, O. J. Phys. Chem. Solids 2007, 68, 2271–2277.
- Chandra, S.; Gupta, L. K. J. Indian Chem. Soc. 2004, 81, 833–836.
- Lever, A. B. P. Inorganic Electronic Spectroscopy, Elsevier, New York, 1968.
- Sathyanarayana, D. N. Electronic Absorption Spectroscopy and Related Techniques, Orient Longman Limited, India, 200 Sallomi, I. J.; Shaheen, A. J. Polyhedron 1998, 17, 1429–1433.