NMR Studies on Interactions between Diperoxovanadate and Imidazole-like Ligands
Yu Xian, Li Guo, Yun Zeng
Abstract
Yu Xian, Li Guo, Yun Zeng
Abstract
To understand the substituting effects of imidazole ring on the reaction equilibrium,the interactions between diperoxovanadate complex NH_4[OV(O_2)_2{2-(2'-Pyridine)-Imidazole}]·4H_2O (abbr.bpV(Imi-Py)) and a series of imidazole-like ligands (imidazole,2-methyl-imidazole,4-methyl-imidazole,and histidine) in solution were explored using multinuclear (~1H,~(13)C,and ~(51)V) magnetic resonance,diffusion ordered spectroscopy (DOSY),and variable temperature NMR in 0.15 mol·L~(-1) NaCl ionic medium for mimicking the physiological conditions.The experimental results indicated that the activities of bpV(Imi-Py) and organic ligands were as follows:imidazole≈4-methyl-imidazole2-methyl- imidazolehistidine.The stedc effect of the organic ligands affects the reaction equilibrium.At the same time,new six- coordinated peroxovanadate species [OV(O_2)_2L]-(L=imidazole-like ligands) were formed due to the competitive coordination between 2-(2'-pyridyl)-imidazole and the imidazole-like ligands.When the ligand was 4-methyl- imidazole or histidine,a pair of isomers was formed.
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To understand the substituting effects of imidazole ring on the reaction equilibrium,the interactions between diperoxovanadate complex NH_4[OV(O_2)_2{2-(2'-Pyridine)-Imidazole}]·4H_2O (abbr.bpV(Imi-Py)) and a series of imidazole-like ligands (imidazole,2-methyl-imidazole,4-methyl-imidazole,and histidine) in solution were explored using multinuclear (~1H,~(13)C,and ~(51)V) magnetic resonance,diffusion ordered spectroscopy (DOSY),and variable temperature NMR in 0.15 mol·L~(-1) NaCl ionic medium for mimicking the physiological conditions.The experimental results indicated that the activities of bpV(Imi-Py) and organic ligands were as follows:imidazole≈4-methyl-imidazole2-methyl- imidazolehistidine.The stedc effect of the organic ligands affects the reaction equilibrium.At the same time,new six- coordinated peroxovanadate species [OV(O_2)_2L]-(L=imidazole-like ligands) were formed due to the competitive coordination between 2-(2'-pyridyl)-imidazole and the imidazole-like ligands.When the ligand was 4-methyl- imidazole or histidine,a pair of isomers was formed.
Key concepts: Imidazole, Chemistry, Histidine, Pyridine, Nuclear magnetic resonance spectroscopy, Ligand (biochemistry), Stereochemistry, Medicinal chemistry