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Acid–Base and Metal‐Ion‐Coordinating Properties of Benzimidazole and Derivatives (= 1,3‐Dideazapurines) in Aqueous Solution: Interrelation between Complex Stability and Ligand Basicity
Author(s) -
Kapinos Larisa E.,
Song Bin,
Sigel Helmut
Publication year - 1999
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19990604)5:6<1794::aid-chem1794>3.0.co;2-4
Subject(s) - benzimidazole , protonation , chemistry , aqueous solution , metal , ligand (biochemistry) , divalent , inorganic chemistry , metal ions in aqueous solution , ion , stability constants of complexes , acid dissociation constant , stereochemistry , combinatorial chemistry , computational chemistry , organic chemistry , receptor , biochemistry
The 1,3‐dideazapurine (benzimidazole) residue occurs in a wide range of biologically active compounds , many of which are also metal‐ion dependent in their action. In this study it is shown that log  K versus p K a plots (complex stability versus protonated‐ligand acidity) for several benzimidazoles (shown here) result in straight lines. These data permit calculation of stability constants, provided the p K a values are known, for complexes formed between benzimidazole derivatives and alkaline earth ions or divalent ions of the 3d series including Zn 2+ and Cd 2+ .

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