Recognition of Viologen Derivatives in Water by N-Alkyl Ammonium Resorcinarene Chlorides
| Autor: | Hyun Hwa Jo, Elina Kalenius, Robin H. A. Ras, Igor V. Kolesnichenko, Ngong Kodiah Beyeh, Eric V. Anslyn, Kari Rissanen, Fangfang Pan |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
ta114 010405 organic chemistry Organic Chemistry Enthalpy Isothermal titration calorimetry Viologen Resorcinarene 010402 general chemistry 01 natural sciences viologen derivatives Fluorescence spectroscopy 0104 chemical sciences chemistry.chemical_compound N-alkyl ammonium resorcinarene chlorides chemistry Pyridine Polymer chemistry medicine Organic chemistry Ammonium ta116 Alkyl medicine.drug |
| Zdroj: | JOURNAL OF ORGANIC CHEMISTRY. 82(10):5198 |
| ISSN: | 0022-3263 |
| DOI: | 10.1021/acs.joc.7b00449 |
| Popis: | Three water-soluble N-alkyl ammonium resorcinarene chlorides decorated with terminal hydroxyl groups at the lower rims were synthesized and characterized. The receptors were decorated at the upper rim with either terminal hydroxyl, rigid cyclohexyl, or flexible benzyl groups. The binding affinities of these receptors toward three viologen derivatives, two of which possess an acetylmethyl group attached to one of the pyridine nitrogens, in water were investigated via 1H NMR spectroscopy, fluorescence spectroscopy, and isothermal titration calorimetry (ITC). ITC quantification of the binding process gave association constants of up to 103 M–1. Analyses reveal a spontaneous binding process which are all exothermic and are both enthalpy and entropy driven. |
| Databáze: | OpenAIRE |
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