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

Yerim Yeon, Soojung Leem, Corin Wagen, Vincent M Lynch, Sung Kuk Kim, Jonathan L Sessler

Org Lett. 2016 Sep 2;18(17):4396-9.

PMID: 27533478

Abstract:

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 (1)H 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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP13454847 Cesium perchlorate Cesium perchlorate 13454-84-7 Price
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