Iron(II) complexes of 2,6-bis(5-alkyl-1,5-dimethyl-4,5-dihydro-1H-imidazol-4-on-2-yl)pyridine ligands. Synthesis, characterisation and solvolytic stability |
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Authors: | Pavel Drabina Jiří Hanusek Robert Jirásko Miloš Sedlák |
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Institution: | (1) Department of Organic Chemistry, Faculty of Chemical Technology, University of Pardubice, Nám. Čs. legií 565, 532 10 Pardubice, Czech Republic |
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Abstract: | New 2,6-bis(5-alkyl-1,5-dimethyl-4,5-dihydro-1H-imidazol-4-on-2-yl)pyridines have been prepared and characterized by 1H-, 13C-NMR and elemental analysis. These ligands form complexes with FeCl2, which were isolated and characterized by elemental analysis and MS. Both in the solid phase and in aqueous and methanolic
solutions the complexes have two ligand molecules per one ferrous ion. By means of the kinetic stopped-flow method, the rate
constants of acid catalyzed decomposition, which proceeds as a system of two consecutive reactions, were determined. It was
found that increasing steric demands of 5-alkyl substituent in the 4,5-dihydro-1H-imidazol-4-one cycle significantly retards the acid catalyzed solvolysis. The methyl derivative is solvolyzed cca two orders faster than the corresponding t-Bu derivative. |
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