Syntheses, spectroscopic and structural characterizations and metal ion binding properties of Schiff bases derived from 4′-aminobenzo-15-crown-5 |
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Authors: | Hüseyin GülerZeliha Hayval? Hakan DalTuncer Hökelek |
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Affiliation: | a Department of Chemistry, Ankara University, Faculty of Science, 06100 Tando?an, Ankara, Turkey b Department of Chemistry, Anadolu University, Faculty of Science, 26470 Yeniba?lar, Eski?ehir, Turkey c Department of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey |
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Abstract: | A series of benzyloxybenzaldehyde derivatives (1-4) were synthesized by the reactions of 4-(bromomethyl)benzonitrile with 4-hydroxy-3-methoxybenzaldehyde (vanillin), 2-hydroxy-3-methoxybenzaldehyde (o-vanillin), 2-hydroxy-4-methoxybenzaldehyde and 2-hydroxy-5-methoxybenzaldehyde. Condensation reactions among the new benzyloxybenzaldehyde derivatives (1-4) with 4′-aminobenzo-15-crown-5 yielded the new Schiff base compounds (5-8). Sodium complexes (5a-8a) and potassium complexes (5b-8b) were prepared with NaClO4 and KI, respectively. All of these synthesized compounds were characterized on the basis of FT-IR, 1H and 13C NMR, mass spectrometry and elemental analyses data. The solid state structures of compounds 8 and 5a were determined by X-ray crystallography. The extraction abilities of compounds 5-8 were also evaluated in CH2Cl2 by using several main group and transition metal picrates, such as Na+, K+, Pb2+, Cr3+, Ni2+, Cu2+ and Zn2+. |
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Keywords: | Crown ethers Crystal structure Solvent extraction NMR spectroscopy Sodium complexes Potassium complexes |
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