Spectroscopic investigations and physico-chemical characterization of newly synthesized mixed-ligand complexes of 2-methylbenzimidazole with metal ions
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Shayma Shaker
,
Hamid Khaledi
Abstract
Some mixed ligand complexes containing 2-methylbenzimidazole and thiocyanate ion were synthesized. Free ligands and their metal complexes were characterized using elemental analysis, determination of metal, magnetic susceptibility, molar conductivity, infrared, UV-VIS, and (1H, 13C) NMR spectra, and X-ray structure analysis. The results suggest that the Ag(I) complex has linear geometry, Fe(II), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II) have tetrahedral geometry, Pd(II) complex has square planar geometry, VO(IV) square pyramidal geometry, Pb(II) irregular tetrahedral geometry, and that the Cr(III) and Mn(II) complexes have octahedral geometry. The following general formulae were proposed for the prepared complexes: [AgBX], [CrB3X3], (HB)2[MnB2X4] · 2B and [MB2X2], where B = 2-methylbenzimidazole, HB = 2-methylbenzimidazolium, X = thiocyanate ion, and M = VO(IV), Fe(II), Co(II), Ni(II), Cu(II), Zn(II), Pd(II), Cd(II), and Pb(II). Molar conductance of a 10−3 M solution in N,N-dimethyl formamide (DMF) indicates that all the complexes are non-electrolytes except the Mn(II) complex which is an electrolyte because the molar conductivity of its solution in DMF is high.
[1] Aljanabi, M. Y. (1983). The physical methods in inorganic chemistry. Baghdad, Iraq: University of Baghdad. Suche in Google Scholar
[2] Barbour, L. J. (2001). X-Seed — A software tool for supramolecular crystallography. Journal of Supramolecular Chemistry, 1, 189–191. DOI: 10.1016/S1472-7862(02)00030-8. http://dx.doi.org/10.1016/S1472-7862(02)00030-810.1016/S1472-7862(02)00030-8Suche in Google Scholar
[3] Bélanger, S., Fortin, S., & Beauchamp, A. L. (1997). Rhenium(V) complexes with benzimidazole (BzimH) and crystal structure of the hemiprotonated compound [ReO2(BzimH)4] [ReO(OH)(BzimH)4](ReO4)3. Canadian Journal of Chemistry, 75, 37–45. DOI: 10.1139/v97-005. http://dx.doi.org/10.1139/v97-00510.1139/v97-005Suche in Google Scholar
[4] Bruker (2006). APEX2 (version 1.2 A) and SAINT (version 7.23 A). Madison, WI, USA: Bruker AXS Inc. Suche in Google Scholar
[5] Cotton, F. A., & Wilkinson, G. (1998). Advanced inorganic chemistry. New York, NY, USA: Wiley. Suche in Google Scholar
[6] Cross, A. D., & Alan, J. (1969). An introduction to practical infrared spectroscopy (3 ed.). London, UK: Butterworths. 10.1007/978-1-4899-6596-7Suche in Google Scholar
[7] Day, M. C., & Selbin, J. (1983). Theoretical inorganic chemistry. New York, NY, USA: Reinhold. Suche in Google Scholar
[8] Dunn, T. M. (1960). The visible and ultraviolet spectra of complex compounds. In J. Lewis & R. G. Wilkins (Eds.), Modern coordination chemistry (pp. 229–300). New York, NY, USA: Interscience. Suche in Google Scholar
[9] Duward, F. S., & Atkins, P. W. (1990). Inorganic chemistry. Oxford, UK: Oxford University Press. Suche in Google Scholar
[10] Dyer, R. J. (1965). Applications of absorption spectroscopy of organic compounds. Englewood Cliffs, NJ, USA: Prentice-Hall. Suche in Google Scholar
[11] Ehssan, A. (1988). Inorganic and coordination chemistry. Mousel, Iraq: Mousel University. Suche in Google Scholar
[12] Haggag, S. S. (2007). Spectral and thermal characterization of newly synthesized arylazo benzimidazole mercury(II) complexes. Indian Journal of Chemistry, 46A, 582–588. Suche in Google Scholar
[13] Harris, J. D., Eckles, W. E., Hepp, A. F., Duraj, S. A., & Fanwick, P. E. (2002). Synthesis and characterization of anionic transition metal isothiocyanate complexes prepared from metal powders and thiourea. Inorganica Chimica Acta, 338, 99–104. DOI: 10.1016/S0020-1693(02)00903-9. http://dx.doi.org/10.1016/S0020-1693(02)00903-910.1016/S0020-1693(02)00903-9Suche in Google Scholar
[14] Huheey, J. E. (1972). Inorganic chemistry: Principles of structure and reactivity. New York, NY, USA: Harper & Row. Suche in Google Scholar
[15] Lever, A. B. P. (1968). Inorganic electronic spectroscopy. New York, NY, USA: Elsevier. Suche in Google Scholar
[16] Lutfullah, Umar, A., Rahman, M. M., Khan, M. M., & Hahn, Y. B. (2007). Synthesis and physico-chemical and spectroscopic investigations of sodium dihydrobis(1,2,3-benzotriazolyl)borate ligand and its transition metal complexes. Turkish Journal of Chemistry, 31, 179–189. Suche in Google Scholar
[17] Nagawande, R. R., & Shinde, D. B. (2006). BF3·OEt2 promoted solvent-free synthesis of benzimidazole derivatives. Chinese Chemical Letters, 17, 453–456. Suche in Google Scholar
[18] Nakamoto, K. (1995). Infrared spectra of inorganic and coordination compounds. New York, NY, USA: Wiley. Suche in Google Scholar
[19] Nicholls, D. (1973). Complexes and first row transition elements. London, UK: Macmillan Press. Suche in Google Scholar
[20] O’Leary, M. H. (1976). Contemporary organic chemistry. New York, NY, USA: McGraw-Hill. Suche in Google Scholar
[21] Overberger, C. G., St. Pierre, T., Vorchheimer, N., Lee, J., & Yaroslavsky, S. (1965). The enhanced esterolytic catalysis of poly-4 (5)-vinylimidazole and poly-5 (6)-vinylbenzimidazole. Journal of the American Chemical Society, 87, 296–301. DOI: 10.1021/ja01080a028. http://dx.doi.org/10.1021/ja01080a02810.1021/ja01080a028Suche in Google Scholar
[22] Quaglian, J. V., Fujita, J., Franz, G., Phillips, D. J., Walmsley, J. A., & Tyree, S. Y. (1961). The donor properties of pyridine N-oxide. Journal of the American Chemical Society, 83, 3770–3773. DOI: 10.1021/ja01479a009. http://dx.doi.org/10.1021/ja01479a00910.1021/ja01479a009Suche in Google Scholar
[23] Rabiger, D. J., & Joullié, M. M. (1964). The ionization constants, ultraviolet and infrared spectra of some substituted benzimidazoles. Journal of Organic Chemistry, 29, 476–482. DOI: 10.1021/jo01025a502. http://dx.doi.org/10.1021/jo01025a50210.1021/jo01025a502Suche in Google Scholar
[24] Rocha, R. C., Rein, F. N., & Toma, H. E. (2001). Ruthenium and iron complexes with benzotriazole and benzimidazole derivatives as simple models for proton-coupled electron transfere systems. Journal of the Brazilian Chemical Society, 12, 234–242. DOI: 10.1590/S0103-50532001000200018. http://dx.doi.org/10.1590/S0103-5053200100020001810.1590/S0103-50532001000200018Suche in Google Scholar
[25] Shayma, A. S. (2010). Preparation and study of some Mn(II), Co(II), Ni(II), Cu(II), Cd(II) and Pb(II) complexes containing heterocyclic nitrogen donor ligands. E-Journal of Chemistry, 7, 1598–1604. 10.1155/2010/793261Suche in Google Scholar
[26] Sheldrick, G. M. (2008). A short history of SHELX. Acta Crystallographica Section A, 64, 112–122. DOI: 10.1107/S0108767307043930. http://dx.doi.org/10.1107/S010876730704393010.1107/S0108767307043930Suche in Google Scholar PubMed
[27] Sundburg, R. J., Shepherd, R. F., & Taube, H. (1972). Carbonbound imidazolium ylides as ligands in ruthenium(II) and ruthenium(III) complexes. Journal of the American Chemical Society, 94, 6558–6559. DOI: 10.1021/ja00773a600. http://dx.doi.org/10.1021/ja00773a60010.1021/ja00773a600Suche in Google Scholar
[28] Téllez, F., López-Sandoval, H., Castillo-Blum, S. E., & Barba-Behrens, N. (2008). Coordination behavior of benzimidazole, 2-substituted benzimidazoles and benzothiazoles, towards transition metal ions. ARKIVOC, 2008(v), 245–275. 10.1002/chin.200840220Suche in Google Scholar
[29] Williams, D. H., & Fleming, I. (1973). Spectroscopic methods in organic chemistry (2nd ed.). London, UK: McGraw-Hill. Suche in Google Scholar
© 2011 Institute of Chemistry, Slovak Academy of Sciences
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- Steam-reforming of ethanol for hydrogen production
- Polymeric ionic liquid as a background electrolyte modifier enhancing the separation of inorganic anions by capillary electrophoresis
- Enantioselective extraction of terbutaline enantiomers with β-cyclodextrin derivatives as hydrophilic selectors
- Effective photocatalytic degradation of an azo dye over nanosized Ag/AgBr-modified TiO2 loaded on zeolite
- Photocatalytically-assisted electrochemical degradation of p-aminophenol in aqueous solutions using zeolite-supported TiO2 catalyst
- Spectroscopic investigations and physico-chemical characterization of newly synthesized mixed-ligand complexes of 2-methylbenzimidazole with metal ions
- Synthesis, molecular characterisation, and in vivo study of platinum(IV) coordination compounds against B16 mouse melanoma tumours
- Swelling properties of particles in amphoteric polyacrylamide dispersion
- Electronic structures and spectroscopic regularities of phenylene-modified SWCNTs
- An expeditious, environment-friendly, and microwave-assisted synthesis of 5-isatinylidenerhodanine derivatives
- Pd-catalysed conjugate addition of arylboronic acids to α,β-unsaturated ketones under microwave irradiation
- Regioselective N-alkylation of (2-chloroquinolin-3-yl) methanol with N-heterocyclic compounds using the Mitsunobu reagent
- Antimycobacterial 3-phenyl-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones and 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-dithiones substituted on phenyl and benzoxazine moiety in position 6
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- Theoretical studies on polynitrobicyclo[1.1.1]pentanes in search of novel high energy density materials
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