LARGE-RING AND HELICAL COMPLEXING AGENTS FOR METAL IONS

本提议目的是合成一系列多环有机化合物 含氮分子与金属离子的结合并测试其 离子选择性。选择目标系统是因为它们的刚性和 在形成包合物时的预期尺寸选择性 可溶于有机溶剂。潜在的应用包括离子选择性 电极、膜金属分离与生物膜离子模拟 频道。 大环(18-24元)大环的合成 涉及酮烯醇酸盐的氧化以提供低聚1，4-二酮， 可转化为呋喃或吡咯。目标宏观周期 含有吡啶结合位的化合物是通过缩合合成的 适当的芳香胺与酮酸酯，然后芳构化 由此产生的吡啶酮环。六齿和七齿螺旋配体是 还提出了可能形成离子导电的螺旋聚合物 膜中的通道。

The object of this proposal is to synthesize a series of polycyclic organic molecules bearing nitrogen binding sites for metal ions and to test their ion selectivity. The target systems were chosen for their rigidity and expected size-selectivity in forming inclusion complexes which will be soluble in organic solvents. Potential applications include ion-selective electrodes, membrane metal separation and modeling of biomembrane ion channels. The proposed syntheses of large ring (18 to 24-membered) macrocycles involve oxidation of ketone enolates to provide oligomeric 1,4-diketones, which may be converted to furans or pyrroles. Target macrocycles containing pyridine binding sites are to be synthesized by condensing appropriate aromatic amines with ketoesters, followed by aromatization of the resulting pyridone rings. Six and seven-dentate helical ligands are also proposed, as well as helical polymers which may form ion conducting channels in membranes.