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- W2083647588 abstract "Abstract We have combined organic synthesis and the study of cation complexation properties of the crown ethers in an effort to design and prepare macrocyclic ligands that will selectively bind specific cations.1–3 The bis-phenol-containing diazacrown ethers allow a great number of possibilities for designing ion selectivity into macro-cyclic ligands. In these cases, the macrocyclic ligand can be varied as can the type and position of attachment of the phenolic group. Any of these variations can have profound effects on complexation properties. For example, ligand 1 (see Figure 1), where two 5-chloro-8-hydroxy-quinoline (CHQ) groups are attached through their positions 7, is selective for Mg2+ over other alkali and alkaline earth metal ions (see Table I).4 On the other hand, ligand 2, where the two CHQ groups are attached through their positions 2, exhibits remarkable selectivity for K+ and Ba2+ over all other metal ions studied. The chemical shifts of the CHQ protons in the 1H NMR spectra of K+- and Ba2+- complexes with 2 shift significantly upfield in relation to the free ligand. These shifts are indicative of an overlap of the two CHQ substituents. Indeed, the crystal structure of the Ba2+-2 complex shows that Ba2+ is in the center of a pseudo-cryptand with the diazacrown forming two arms and the two overlapping CHQ groups forming the third.4,5 This pseudo-cryptand formation accounts for the fact that the K+-2 and Ba2+-2 complexes are so stable in comparison to complexes of 2 with the other alkali and alkaline earth cations." @default.
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- W2083647588 date "2000-09-01" @default.
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- W2083647588 title "The Design of Ion Selective Macrocycles and the Solid-Phase Extraction of Ions Using Molecular Recognition Technology: A Synopsis" @default.
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- W2083647588 doi "https://doi.org/10.1080/10610270008029802" @default.
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