3-(Dicyanomethylidene)indan-1-one-Functionalized Calix[4]arene–Calix[4]pyrrole Hybrid: An Ion-Pair Sensor for Cesium Salts

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• 作者：Yerim Yeon ; Soojung Leem ; Corin Wagen ; Vincent M. Lynch ; Sung Kuk Kim ; Jonathan L. Sessler
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：September 2, 2016
• 年：2016
• 卷：18
• 期：17
• 页码：4396-4399
• 全文大小：294K
• 年卷期：0
• ISSN：1523-7052

文摘

A chromogenic calix[4]arene–calix[4]pyrrole hybrid ion pair receptor bearing an indane substituent at a β-pyrrolic position has been prepared. On the basis of solution-phase UV–vis spectroscopic analysis and ¹H NMR spectroscopic studies carried out in 10% methanol in chloroform, receptor 1 is able to bind only cesium ion pairs (e.g., CsF, CsCl, and CsNO₃) but not the constituent cesium cation (as its perchlorate salt) or the F^–, Cl^–, or NO₃^– anions (as the tetrabutylammonium salts). It thus displays rudimentary AND logic gate behavior. Receptor 1 shows a colorimetric response to cesium ion pairs under conditions of solid–liquid (nitrobenzene) and liquid–liquid (D₂O–nitrobenzene-d₅) extraction.