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

被引：4

作者：

Alcalde, Ermitas ^{[1
]}

Mesquida, Neus ^{[1
]}

Ibanez, Anna ^{[1
]}

Dinares, Immaculada ^{[1
]}

机构：

[1] Univ Barcelona, Fac Farm, Lab Quim Organ, E-08028 Barcelona, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 2012卷 / 02期

关键词：

Supramolecular chemistry; Anions; Anion recognition; Sensors; Receptors; Ion exchange; POSITIVE-ION MODE; MASS-SPECTROMETRIC OBSERVATION; N-HETEROCYCLIC CARBENES; BIS(N-HETEROCYCLIC CARBENES); INNER SALTS; GAS-PHASE; ESI-MS; PURIFICATION; RECOGNITION; CYCLOPHANES;

D O I：

10.1002/ejoc.201101355

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 CH3OH and CH3CN. 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 center dot 2Cl and the open-chain compound pairs 4 center dot 2Br and 15 center dot 2Br are briefly described.

引用

页码：298 / 304

页数：7

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