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Original Articles

The Influence of Alkyl Chain Length and Steric Effect on Stability Constants and Extractability of Zn(II) Complexes with 1‐Alkyl‐4(5)‐Methylimidazoles

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Pages 3485-3508 | Received 01 Mar 2004, Accepted 01 Jul 2004, Published online: 08 Jul 2010

References

  • Kapinos , L. E. and Sigel , H. 2002 . Acid‐base and metal ion binding properties of pyridine‐type ligands in aqueous solution. Effect of ortho substituents and interrelation between complex stability and ligand basicity . Inorg. Chim. Acta , 337 : 131 – 142 .
  • Vogler , R. and Vahrenkamp , H. 2002 . Dipeptides made up solely from histidine: solution behaviour and zinc complexation . Eur. J. Inorg. Chem. , : 761 – 766 . [CROSSREF]
  • Förster , M. , Burth , R. , Powell , A. K. , Eiche , T. and Vahrenkamp , H. 1993 . Koordination Einfacher Histidin‐Derivative an Zink . Chem. Ber. , 126 : 2643 – 2648 .
  • Bjerrum , J. 1941 . Metal Amine Formation in Aqueous Solutions. Theory of the Reversible Step Reactions Copenhagen
  • Saha , N. and Sigel , H. 1982 . Ternary complexes in solution as models for enzyme‐metal ion‐substrate complexes. Comparison of the coordination tendency of imidazole and ammonia toward the binary complexes of Mn(II), Co(II), Ni(II), Cu(II), Zn(II), or Cd(II) and uridine 5′‐triphosphate or adenosine 5′‐triphosphate . J. Am. Chem. Soc. , 104 : 4100 – 4105 .
  • Forsling , W. 1977 . Metal complexes with mixed ligands. 14. A potentiometric study of the system Zn2+–Cl−‐imidazole in 3.0 M (Na)ClO4 and 3.0 M (Na)Cl media . Acta Chem. Scand. , A31 : 759 – 766 .
  • Forsling , W. 1977 . Metal complexes with mixed ligands. 15. A potentiometric study of the system Zn2+–Cl−‐imidazole in 3.0 M (Na)ClO4, Cl media . Acta Chem. Scand. , A31 : 783 – 90 .
  • Sjöberg , S. 1997 . Critical evaluation of stability constants of metal‐imidazole and metal‐histamine systems . Pure and Appl. Chem. , 69 : 1549 – 1570 .
  • Lenarcik , B. , Barszcz , B. and Kulig , J. 1977 . Stability and structure of transition metal complexes with azoles in aqueous solution. Part XI. A study on complex formation between N‐butylimidazole and Co(II), Ni(II), Cu(II) and Zn(II) . Roczniki Chem. , 51 : 1315 – 1322 .
  • Lenarcik , B. and Barszcz , B. 1977 . Stability and structure of transition metal complexes with azoles in aqueous solution. Part XIV. Complex formation between N‐methylimidazole and Co(II), Ni(II), Cu(II) and Zn(II) . Roczniki Chem. , 51 : 1849 – 1855 .
  • Lenarcik , B. and Barszcz , B. 1979 . Stability and structure of transition metal complexes with azoles in aqueous solution. Part XIX. Structural effects during complexation of Co(II), Ni(II), Cu(II) and Zn(II) with 1‐ethylimidazole and 1‐propylimidazole . Polish J. Chem. , 53 : 963 – 971 .
  • Lenarcik , B. and Kierzkowska , A. 2004 . The influence of alkyl chain length and steric effect on stability constants and extractability of Zn(II) complexes with 1‐alkyl‐4‐methylimidazoles . Solvent Extr. Ion Exch. , 22 ( 3 ) : 449 – 471 . [CROSSREF]
  • Kapinos , L. E. , Song , B. and Sigel , H. 1998 . Metal ion‐coordinating properties of imidazole and derivatives in aqueous solution: interrelation between complex stability and ligand basicity . Inorg. Chim. Acta , 280 : 50 – 56 . [CROSSREF]
  • Jancsó , A. , Gajda , T. , Mulliez , E. and Korecz , L. 2000 . Equilibrium and solution structural study of the interaction of tri‐ and tetra‐dentate polyimidazole ligands with transition metal ions . Chem. Soc., Dalton Trans. , : 2679 – 2684 .
  • Dudev , T. and Lim , C. 2000 . Tetrahedral vs octahedral zinc complexes with ligands of biological interest: a DFT/CDM study . Am. Chem. Soc. , 122 : 11146 – 11153 . [CROSSREF]
  • Kapinos , L. E. and Sigel , H. 1999 . On the metal‐ion‐coordinating properties of the benzimidazolate residue in aqueous solution—extent of acidification of benzimidazole‐(N3)H sites by (N1)‐coordinated divalent metal ions . Eur. J. Inorg. Chem. , : 1781 – 1786 . [CROSSREF]
  • Kapinos , L. E. , Song , B. and Sigel , H. 1999 . Acid‐base and metal‐ion‐coordinating properties of benzimidazole and derivatives (=1,3‐dideazapurines) in aqueous solution: interrelation between complex stability and ligand basicity . Chem. Eur. J. , 5 : 1794 – 1802 .
  • Kläui , W. , Piefer , C. , Rheinwald , G. and Lang , H. 2000 . Biomimetic zinc complexes with a new tripodal nitrogen‐donor ligand: tris[2‐(1‐methyl‐4‐tolylimidazolyl)phosphane] (PimMe,pTol) . Eur. J. Inorg. Chem. , : 1549 – 1555 .
  • Lenarcik , B. , Kulig , J. and Laidler , P. 1974 . Stability and structure of transition metal complexes with azoles in aqueous solution. Part II. 2‐methylimidazole complexes of Co(II), Cu(II) and Zn(II) . Roczniki Chem. , 48 : 1151 – 1157 .
  • Lenarcik , B. and Obłąk , K. 1977 . Stability and structure of transition metal complexes with azoles in aqueous solution. Part XV. A study on complex formation between 4‐methylimidazole and Co(II), Ni(II) and Zn(II) . Roczniki Chem. , 51 : 2079 – 2086 .
  • Lenarcik , B. and Barszcz , B. 1980 . Stability and structure of transition‐metal complexes of azoles in aqueous solution. Part 21. A comparison of the complex‐forming capacity of 1,2‐dimethylimidazole with that of other 1,3‐diazoles . Chem. Soc. Dalton Trans. , : 24 – 28 . [CROSSREF]
  • Lenarcik , B. , Kurdziel , K. and Czopek , R. 1991 . Stability and structure of transition metal complexes of azoles in aqueous solution. Part XXVIII. The steric effect in the complex formation of 2‐n‐propylimidazole and 2‐isopropylimidazole . Polish J. Chem. , 65 : 815 – 820 .
  • Sigel , H. , Saha , A. , Saha , N. , Carloni , P. , Kapinos , L. E. and Griesser , R. 2000 . Evaluation of intramolecular equilibria in complexes formed between substituted imidazole ligands and nickel(II), copper(II) or zinc(II) . J. Inorg. Biochem. , 78 : 129 – 137 . [PUBMED] [INFOTRIEVE] [CROSSREF] [CSA]
  • Lenarcik , B. , Czopek , R. and Kurdziel , K. 1991 . Research for optimum conditions for extraction of metal complexes by alkylimidazoles. Part IV. The influence of steric effect on the extraction of the complexes of 2‐ethylimidazole with Co(II), Ni(II), Zn(II) and Cd(II) . Polish J. Chem. , 65 : 837 – 843 .
  • Lenarcik , B. , Kurdziel , K. and Czopek , R. 1991 . Stability and structure of transition metal complexes with azoles in aqueous solution. Part XXIX. The influence of the size and structure of the alkyl group on the formation of 2‐alkylimidazole complexes . Polish J. Chem. , 65 : 1235 – 1241 .
  • Lenarcik , B. , Głowacki , J. and Rzepka , M. 1979 . Search for optimum conditions of extraction of transition metal complexes with alkylimidazoles. I. Extraction of the Co(II), Ni(II) and Zn(II) complexes of 1‐methylimidazole and of the Co(II) and Zn(II) complexes of 2‐methylimidazole . Sep. Sci. Technol. , 14 : 37 – 54 .
  • Lenarcik , B. , Adach , A. and Radzymińska‐Lenarcik , E. 1999 . The influence of steric effect and alkyl chain length on extraction of the complexes of Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) with 1‐alkyl‐2‐methylimidazoles . Polish J. Chem. , 73 : 1273 – 1281 .
  • Barszcz , B. , Kulig , J. , Jezierska , J. and Lisowski , J. 1999 . The role of the side group in reactions involving 1‐propyl‐2‐methylimidazole and 1‐propyl‐2‐imidazolecarboxaldehyde and Co(II), Ni(II), Cu(II) and Zn(II) ions . Polish J. Chem. , 73 : 447 – 456 .
  • du Preez , J. G.H. , Gerber , T. I.A. , Edge , W. , Mtotywa , V. L.V. and van Brecht , B. J.A.M. 2001 . Nitrogen reagents in metal ion separation. XI. The synthesis and extraction behavior of a new NS imidazole derivative . Solv. Extr. Ion Exch. , 19 : 143 – 154 . [CROSSREF] [CSA]
  • Lenarcik , B. and Ojczenasz , P. 2004 . Investigation of the stability of Co(II) complexes with a homologous series of 1‐alkylimidazoles in aqueous solutions by using a partition method with several solvents . Sep. Sci. Technol. , 39 : 199 – 226 . [CROSSREF] [CSA]
  • Lenarcik , B. and Rauckyte , T. in press . The influence of alkyl chain length on extraction equilibria of Ni(II) complexes with 1‐alkylimidazoles in aqueous solution/organic solvent system . Sep. Sci. Technol. , [CSA]
  • Lenarcik , B. in press . Radzymińska‐ Lenarcik, E. , [CSA]
  • Lenarcik , B. and Ojczenasz , P. 2002 . The influence of the size and position of the alkyl groups in alkylimidazole molecules on their acid–base properties . Heterocyclic Chem. , 39 : 287 – 290 . [CSA]
  • Lenarcik , B. , Kurdziel , K. and Czopek , R. 1986 . Search for optimum conditions of extraction of metal complexes with alkylimidazoles. III. Structure–extractability relationship for 1,4‐dimethylimidazole complexes of Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) . Solv. Extr. Ion Exch. , 4 : 165 – 182 .
  • Kapinos , L. E. , Song , B. and Sigel , H. 1998 . Metal ion‐coordinating properties of imidazole and derivatives in aqueous solution: interrelation between complex stability and ligand basicity . Inorg. Chim. Acta , 280 : 50 – 56 . [CROSSREF]
  • Pernak , J. , Krysinski , J. and Skrzypczak , A. 1987 . Bakterizide Wirkung von Iminiumverbindungen . A. Tenside, Surfactants Deter. , 24 ( 5 ) : 276 – 279 .
  • Braibanti , A. , Ostacoli , G. , Paoletti , P. , Pettit , L. D. and Sammartano , S. 1987 . Potentiometric apparatus and technique for the pH‐metric measurement of metal‐complex equilibrium constants . Pure Appl. Chem. , 59 : 1721 – 1728 .
  • Rydberg , J. 1950 . On the complex formation between thorium and acetylacetone . Acta Chem. Scand. , 4 : 1503 – 1522 .

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