Synthesis of ditopic ligands containing bis(1<Emphasis Type="Italic">H</Emphasis>-pyrazol-1-yl)-methane fragments |
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Authors: | E A Nudnova A S Potapov A I Khlebnikov V D Ogorodnikov |
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Institution: | (1) Polzunov Altai State Technical University, pr. Lenina 46, Barnaul, 656038, Russia;(2) Institute of Petroleum Chemistry, Siberian Division, Russian Academy of Sciences, Akademicheskii pr. 3, Tomsk, 634021, Russia |
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Abstract: | New approaches have been proposed for the synthesis of compounds containing two bis(1H-pyrazol-1-yl)methane fragments. Nucleophilic replacement of the halogen atoms in appropriate tetrabromo derivatives by pyrazoles in the superbasic system KOH-DMSO gave ditopic chelating ligands: 1,1,2,2-tetrakis(1H-pyrazol-1-yl)ethane, 1,4-bisbis(1H-pyrazol-1-yl)methyl]benzene, and 1,4-bisbis(3,5-dimethyl-1H-pyrazol-1-yl)methyl]benzene. 1,4-Bisbis(1H-pyrazol-1-yl)methyl]benzene was also synthesized by reaction of 1H-pyrazole with terephthalaldehyde in the presence of thionyl chloride. 1,1,2,2-Tetrakis(1H-pyrazol-1-yl)ethane was converted into the corresponding tetraiodo and tetranitro derivatives. |
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