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We report the synthesis of a new acyclic CB[n]-type host (1) that features a central glycoluril trimer capped by triptycene sidewalls. Host 1 has good solubility in water (≈ 3 mM) and does not undergo strong self-association (Ks = 480 M-1). We probed the geometry of the complexes by analyzing the complexation induced changes in the 1H NMR spectra and measured the complexation thermodynamics by isothermal titration calorimetry. The conformation of 1 and its packing in the solid state was revealed by single crystal x-ray diffraction measurements.more » « less
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Liu, Wenjin ; Lu, Xiaoyong ; Meng, Zihui ; Isaacs, Lyle ( , Organic & Biomolecular Chemistry)The strategic combination of the methylene bridged glycoluril dimer and triptycene skeletons delivers acyclic water soluble hybrid receptor 1 which is analogous to cucurbit[6]uril. The molecular recognition properties of host 1 toward hydrophobic cationic guests are investigated in detail by a combination of 1 H NMR spectroscopy and isothermal titration calorimetry (ITC) studies. The fluorescence emission of 1 can be selectively and efficiently quenched upon the formation of 1·26 and 1·28 complexes.more » « less
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Yi, Fei ; Ren, Mingliang ; Zhu, Hai ; Liu, Wenjin ; Agarwal, Ritesh ; Cubukcu, Ertugrul ( , Optics Express)
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Liu, Wenjin ; Lu, Xiaoyong ; Xue, Weijian ; Samanta, Soumen K. ; Zavalij, Peter Y. ; Meng, Zihui ; Isaacs, Lyle ( , Chemistry – A European Journal)