Ni(II) complexes with Schiff bases derived from amino sugars
Autor: | M. Villagrán, Luis E. Lillo, Betty Matsuhiro, Juan Costamagna, Miguel D. Noseda |
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Rok vydání: | 2003 |
Předmět: |
Aldehydes
Glucosamine Magnetic Resonance Spectroscopy Anomer Schiff base Denticity Dimethyl sulfoxide Organic Chemistry Inorganic chemistry Amino Sugars Galactosamine General Medicine Nuclear magnetic resonance spectroscopy Biochemistry Medicinal chemistry Tautomer Analytical Chemistry chemistry.chemical_compound chemistry Nickel Electrochemistry Organometallic Compounds Proton NMR Cyclic voltammetry Schiff Bases |
Zdroj: | Carbohydrate Research. 338:1535-1542 |
ISSN: | 0008-6215 |
DOI: | 10.1016/s0008-6215(03)00237-4 |
Popis: | It was found by 1H and 13C NMR spectroscopy that the Schiff base, 2-deoxy-2-(2-hydroxybenzaldimino)-D-glucopyranose exhibits enol-imine-keto-amine and anomeric equilibria in methanolic, and in dimethyl sulfoxide solutions. The reaction of the Schiff base with nickel acetate gave the bidentate, mononuclear Ni(II) complex that was characterized by spectroscopic methods and by cyclic voltammetry. The coordination of the Schiff base to the metal is through the enol-imine tautomeric form, and the anomeric equilibrium remains in dimethyl sulfoxide solutions. This complex was also obtained by reaction of D-glucosamine with Ni(II) salicylaldehydate. The same reaction was employed for the synthesis of bis-N-[2-deoxy-D-galactopyranosyl-2-(2-hydroxybenzaldiminate)]Ni(II). The small paramagnetic shifts of the 1H NMR resonances of the complexes suggest that paramagnetic species are present in low proportions. |
Databáze: | OpenAIRE |
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