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N-Alkyl Ammonium Resorcinarene Salts as High-Affinity Tetravalent Chloride Receptors

机译:N-烷基铵间苯二芳烃盐作为高亲和力四价氯化物受体

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摘要

N-Alkyl ammonium resorcinarene salts (NARYs, Y = triflate, picrate, nitrate, trifluoroacetates and NARBr) as tetravalent receptors, are shown to have a strong affinity for chlorides. The high affinity for chlorides was confirmed from a multitude of exchange experiments in solution (NMR and UV/Vis), gas phase (mass spectrometry), and solid-state (Xray crystallography). A new tetra-iodide resorcinarene salt (NARI) was isolated and fully characterized from exchange experiments in the solid-state. Competition experiments with a known monovalent bis-urea receptor (5) with strong affinity for chloride, reveals these receptors to have a much higher affinity for the first two chlorides, a similar affinity as 5 for the third chloride, and lower affinity for the fourth chloride. The receptors affinity toward chloride follows the trend K-1 K-2 K-3 approximate to 5 > K-4, with K-a = 5011 M-1 for 5 in 9:1 CDCl3/[D-6]DMSO.
机译:已显示作为四价受体的N-烷基铵间苯二芳烃盐(NARY,Y =三氟甲磺酸盐,苦味酸盐,硝酸盐,三氟乙酸盐和NARBr)对氯化物具有很强的亲和力。在溶液(NMR和UV / Vis),气相(质谱)和固态(X射线晶体学)的大量交换实验中,证实了对氯化物的高亲和力。分离出一种新的四碘间苯二芳烃盐(NARI),并通过固态交换实验对其进行了全面表征。对已知的对氯离子具有强亲和力的单价双脲受体(5)进行的竞争实验表明,这些受体对前两种氯化物具有更高的亲和力,对第三种氯化物具有与5相似的亲和力,对第四种氯化物具有较低的亲和力氯化物。受体对氯的亲和力遵循趋势K-1 K-2 K-3大约为5> K-4,对于9:1 CDCl3 / [D-6] DMSO中的5,Ka = 5011 M-1 。

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