Preparation of N, N, N′, N′-tetrakis-(2-benzimidazolylmethyl)-1,2-ethanediamine and crystal assemblies of the relative complexes

Abstract

N, N, N′, N′-tetrakis-(2-benzimidazolylmethyl)-1, 2-ethanediamine(TBIMEDA), was prepared by reaction of ethylenediamine tetra-acetic acid disodium salt(EDTA) with 1, 2-diaminobenzene in a refluxed glycol solution, and furthermore, three allomeric complexes[(MIITBIMEDA) SO4·5H2O, M = Cd, Co, Ni] were selfassembled by solvothermal method based on reaction of this ligand with the relative sulfates respectively. These allomeric complexes were characterized by elemental analysis and IR spectroscopy and their crystal structures were determined by single crystal X-ray structural analysis. In the crystal architecture of these complexes, every metal(II) ion is chelated by one neutral TBIMEDA ligand to form an octahedral core with configuration of five heterocyclic rings (five- member ring). These cores then were linked to- gether by multi hydrogen bond interactions with sul- fate ions and water molecules to construct their 3D crystal architectures.

Share and Cite:

Tong, S. , Wu, Y. , Tian, Z. and Yan, Y. (2012) Preparation of N, N, N′, N′-tetrakis-(2-benzimidazolylmethyl)-1,2-ethanediamine and crystal assemblies of the relative complexes. Open Journal of Inorganic Chemistry, 2, 75-80. doi: 10.4236/ojic.2012.24011.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] Huang, X.-Ch., Zhang, J.-P. and Chen, X.-M. (2004) A new route to supramolecular isomers via molecular templating: Nanosized molecular polygons of copper(I) 2methylimidazolates. Journal of the American Chemical Society, 126, 13218-13219. doi:10.1021/ja045249l
[2] Moon, D., Kang, S., Park, J., Lee, K., John, R. P., Won, H., Seong, G.H., Kim, Y.S., Kim, G.H., Rhee, H. and Lah, M.S. (2006) Face-driven corner-linked octahedral nanocages: M6L8 cages formed by C3-symmetric triangular facial ligands linked via C4-symmetric square tetratopic PdII ions at truncated octahedron corners. Journal of the Ame rican Chemical Society, 128, 3530-3531. doi:10.1021/ja060051h
[3] Luo, F., Zheng, J.-M. and Batten, S.R. (2007) Unprecedented (3, 4)-connected metal-organic frameworks(MOFs) with 3-fold interpenetration and considerable solvent-accessible void space. Chemical Communications, 36, 37443746. doi:10.1039/B706177C
[4] Britt, D., Tranchemontagne, D. and Yaghi, O.M. (2008) Metal-organic frameworks with high capacity and selectivity for harmful gases. PNAS, 105, 11623-11627. doi: 10.1073/pnas.0804900105
[5] Wu, A.J., Hahn, J.E.P. and Pecoraro, V.L. (2005) Structural, spectroscopic, and reactivity models for the manganese catalase. Chemical Reviews, 104, 903-938. doi: 10.1021/cr020627v
[6] Maji, T.K., Ohba, M. and Kitagawa, S. (2005) Transformation from a 2D stacked layer to 3D interpenetrated framework by changing the spacer functionality: Synthesis, structure, adsorption, and magnetic properties. Inorganic Chemistry, 44, 9225-9231. doi: 10.1021/ic050835g
[7] Lopez, X., Benard, M. and Rohmer, M.M. (2007) Influence of electron-attractor substituents on the magnetic properties of Ni(II) string complexes. Inorganic Chemistry, 46, 5-7. doi: 10.1021/ic061705q
[8] Belloni, M., Kariuki, B.M., Manickam, M., Wilkie, J. and Preece, J. A. (2005) Design of potentially photorefractive liquid crystalline materials: Derivatives of 3,6-disubstituted carbazole. Crystal Growth & Design, 5, 1443-1450. doi: 10.1021/cg049580s
[9] Kjlo, J. and Okamoto, Y. (2002) Organo lanthanide complexes for electroluminescent materials. Chemical Reviews, 102, 2357-2368. doi: 10.1021/cr010448y
[10] Hendriks, H.M.J., Bokkel, H.W.O. and Reedijk, J. (1979) Synthesis, characterisation and complex formation of N,N,N’,N’-tetrakis-(2-benzimidazolylmethyl)-1,2-ethanediamine, a new hexadentate ligand. Recueil des Travaux Chimiques des Pays-Bas, 98, 499-500.
[11] Vishweshwar, P., Nangia, A. and Lynch, V.M. (2002) Recurrence of carboxylic acid-pyridine supramolecular synthon in the crystal structures of some pyrazinecarboxylic acids. The Journal of Organic Chemistry, 67, 556-565. doi: 10.1021/jo0162484
[12] Addison, A.W., Hendriks, H.M.J., Reedijk, J. and Thompson, L.K. (1981) Copper complexes of the “tripod” ligand tris(2-benzimidazolylmethyl)amine: fiveand sixcoordinate copper(II) derivatives and some copper(I) derivatives. Inorganic Chemistry, 20, 103-110. doi: 10.1021/ic50215a024
[13] Wahlgren, C.G. and Addison, A.W. (1989) Synthesis of some benzimidazole-, pyridineand imidazole-derived chelating agents. Journal of Heterocyclic Chemistry, 26, 541-543. doi:10.1002/jhet.5570260303
[14] Sheldrick G.M. (1997) SHELXL-97, program for the refinement of the crystal structures. University of G?ttingen, G?ttingen.
[15] Guo, C.Y., Wang, Y.Y., Xu, K.Z., Zhu, H.L., Liu, P., Shi, Q.Z. and Peng, S.M (2007) Crystal structures, bioactivities and fluorescent properties of four diverse complexes with a new symmetric benzimidazolic ligand. Polyhedron, 27, 3529-3536. doi:10.1016/j.poly.2008.08.018
[16] Wang, X.L., Bi, Y.F., Liu, G.C., Lin, H.Y., Hu, T.L. and Bu, X.H. (2008). Zn(II) coordination architectures with mixed ligands of dipyrido [3,2-d:2′,3′-f] quinoxaline/2,3di-2-pyridylquinoxaline and benzenedicarboxylate: Syntheses, crystal structures, and photoluminescence properties. CrystEngCommunity, 10, 349-356. doi:10.1039/B706071H

Copyright © 2024 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.