Endo/exo binding of alkyl and aryl diammonium ions by cyclopentanocucurbit[6]uril
| Autor: | Kai-Zhi Zhou, Qian-Jiang Zhu, Jing-Xin Liu, Pei-Hua Ma, Yun-Qian Zhang, Rui-Lian Lin, Zhu Tao, Yun-Xia Qu, Qing-di Zhou, Gang Wei |
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| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Aqueous solution 010405 organic chemistry Chemistry Stereochemistry Aryl Organic Chemistry Enthalpy Solid-state Isothermal titration calorimetry 010402 general chemistry 01 natural sciences 0104 chemical sciences Ion Crystallography chemistry.chemical_compound Proton NMR Alkyl |
| Zdroj: | Organic Chemistry Frontiers. 4:1799-1805 |
| ISSN: | 2052-4129 |
| Popis: | The binding interactions of CyP6Q[6] with a series of alkyl diammonium (+H3N(CH2)nNH3+, n = 2, 4, 6, 8, 10, 12) and aryl diammonium (p-phenylenediammonium and p-xylenediammonium) ions both in aqueous solution and in the solid state have been studied by 1H NMR spectroscopy, X-ray crystallography, and isothermal titration calorimetry (ITC) techniques. 1H NMR data indicate that all guests exhibit endo binding with CyP6Q[6] except for the ethanediammonium ion, which bound exo to CyP6Q[6]. p-Xylenediammonium ions show mixed behavior (exo and endo binding with CyP6Q[6]). X-ray crystallography clearly displays the extended and contorted conformations of the guests when bound within CyP6Q[6]. The ITC study points out that the CyP6Q[6] complex formations with all guests are mainly driven by enthalpy, which arises from the ion–dipole interactions and the hydrophobic effects. |
| Databáze: | OpenAIRE |
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