Synthesis of Asymmetrical Macrocyclic Ligands and their Metal Complexes

Authors

  • Seref Ertul University of Selçuk, Faculty of Sciences and Art, Department of Chemistry, 42031, Konya, Turkey
  • Mevlüt Bayrakci University of Selçuk, Faculty of Sciences and Art, Department of Chemistry, 42031, Konya, Turkey

DOI:

https://doi.org/10.18321/ectj312

Abstract

Our motive behind the synthesis of this type of asymmetrical macrocyclic ligands was to examine their possible applications in cation recognition processes, as homo or heteronuclear complexes can be synthesized from alkali and transition metal cations and these complexes may also serve as models of relevance to bioinorganic chemistry such as metalloenzymes. Even though the enormous number of Schiff base macrocycles and their complexes have already been described, many more interesting systems of this type surely await discovery. These structures are found to be powerful tools used to define interesting features relating to general chemistry and application. In this study, we present the preparation of the asymmetrical acyclic and cyclic compartmental Schiff bases containing two adjacent chambers to obtain the mono and dinuclear complexes with the appropriate alkaline earth and transition metal center and their related soft and hard complexes. We used 2,3-dihydroxy benzaldehyde as a starting material and obtained the macrocyclic ligands by the reaction of 2,3-dihydroxy benzaldehyde and bis(2-aminopropyl) amine in the presence of Ba(ClO4)2 as template agent, then its appropriate transition metal complex as with Ni+2 in CH3OH was prepared. All of the compounds were characterized by elemental analysis, IR, 1H NMR and MS spectrophotometer techniques.

References

(1). Christensen, A., Jensen, H.S., McKee, V., McKenzie, C.J., Munch, M., Inorg. Chem. 6080:36 (1997).

(2). Curtis, N.F., Coord. Chem. Rev. 3:3 (1968).

(3). Busch, D.H., Science 171:241 (1971).

(4). Nelson, S.M., Pure Appl. Chem. 52:2461 (1980).

(5). Alexander, V., Chem. Rev. 95:273 (1995).

(6). Guerriero, P., Tamburini, S., Vigato, P.A., Coord. Chem. Rev. 139:17 (1995).

(7). Casellato, U., Vigato, P.A., Fenton, D.E. and Vidali, M., Chem. Soc. Rev., 8:199 (1979).

(8). Groh, S.E. Isr. J. Chem., 15:277 (1976-1977).

(9). Urbach, F.L., in Siegel H. (ed.), Metal Ions and Biological Systems, Copper proteins, 13:73 (1981).

(10). Zanello, P., Tamburini, S., Vigato, P.A., and Mazzochin, G.A., Coord. Chem. Rev., 77:165 (1987).

(11). Vigato, P. A., Tamburini, S. and Fenton, D.E., Coord. Chem. Rev., 106.25 (1990).

(12). Fenton, D.E. and Vigato, P.A. ,Chem. Soc. Rev., 17:89 (1988).

(13). Guerriero, P., Tamburini, S. and Vigato, P.A., Coord. Chem. Rev. 139:17 (1995).

(14). Guerriero, P., Vigato, P.A., Fenton, D.E. and Hellier, P. C., Acta Chem. Scand., 46:1025 (1992).

(15). Vigato, P. A., Guerriero, P., Tamburini, S., Seraglia, R., Traldi, P., Org. Mass Spectrom., 25: 420 (1990).

(16). Okawa, H., Furutachi, H., Fenton, D. E., Coord. Chem. Rev., 174:51 (1998).

(17). Brianese, N., Casellato, U., Tamburini, S., Tomasin, P., Vigato, P.A., Inorganica Chimica Acta, 293:178 (1999).

(18). Rudkevich, D.M., Mercer-Chalmers, J.D., Verboom, W., Ungaro, R., F. de Jong, Reinhoudt, D.N., J. Am. Chem. Soc. 117:6124 (1995).

(19). Perin, D.D., Armarego, W.L., Perin, D.R., Purification of Laboratory Chemicals, second ed., Pergamon, Oxford, 1982.

(20). Van Staveren, C.J., van Eerden, J., van Veggel, F.C.J.M, Harkema, S., Reinhoudt, D.N. J. Am. Chem. Soc. 110:4994 (1988).

(21). Weber, E., Toner, J.L., Goldberg, I., Vogtle, F., Ladler, D.A., Stoddart, J.F., Bartsch, R.A., Liolatta, C.L., Patal, S. and Rappoport, Z. "Crown ethers and analogs" 1989 John Wiley & Sons Ltd.

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Published

2007-08-20

How to Cite

Ertul, S., & Bayrakci, M. (2007). Synthesis of Asymmetrical Macrocyclic Ligands and their Metal Complexes. Eurasian Chemico-Technological Journal, 9(3), 193–197. https://doi.org/10.18321/ectj312

Issue

Vol. 9 No. 3 (2007)

Section

Articles

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