Amidocrownophanes as Anion Receptor |
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Authors: | Shamsun Naher Kazuhisa Hiratani Satoshi Ito |
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Institution: | (1) Department of Applied Chemistry, Faculty of Engineering, , Utsunomiya University, 7-1-2 Youtou, 321-8585 Utsunomiya, Japan |
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Abstract: | Crownophanes composed of 28-membered ring atoms having two hydroxy groups, two amide groups, and aromatic parts such as naphthalene rings and either pyridine or benzene ring, can bind anions with high affinity and selectivity. The anion-coordination ability of these species has been observed by 1H NMR techniques. As anion guest molecules, we selected some halides, dihydrogenphosphate and acetate ions. It has been found that amidocrownophanes, 3 and 4, can recognize anions in the order;H2PO
4
−
>F−>CH3COO−>Cl−>>Br− and I−, while not only 1, 2, and 5 having no hydroxy group but also 6 having 27-membered ring have no ability for anion recognition under the same conditions. In order to exhibit the recognition ability for anion receptor, plural amide groups, hydroxy groups, and m-phenylene or 1,6-pyridyl rigid part play an important role in this macrocyclic system. |
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Keywords: | anion recognition crownophanes dihydrogenphosphate anion receptor host– guest interactions NMR titration |
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