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A Halide-for-Anion Swap Using an Anion-Exchange Resin (A– Form) Method: Revisiting Imidazolium-Based Anion Receptors and Sensors

✍ Scribed by Ermitas Alcalde; Neus Mesquida; Anna Ibáñez; Immaculada Dinarès


Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
551 KB
Volume
2012
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

Faced with an extensive pool of imidazolium‐based systems, the present study was based on selected examples of bis(imidazolium) models for anion recognition to broaden the applicability of counteranion exchange by using the anion‐exchange resin (AER) (A^–^ form) method in nonaqueous media. Relying on the hydrophobicity of the quaternary imidazolium salt for counteranion exchange, the AER (A^–^ form) method was performed in organic solvents of different polarity, such as CH~3~OH and CH~3~CN. Anion exchange proceeded in excellent to quantitative yields, simultaneously removing halide impurities―often a troublesome purification task. The results of electrospray mass spectrometry [ESI(+)‐MS] analysis focused on the gas‐phase behavior of the dicationic cyclophane prototype **5·**2Cl and the open‐chain compound pairs **4·**2Br and **15·**2Br are briefly described.