We report the synthesis, X‐ray crystal structure, and molecular recognition properties of pillar[
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Abstract n ]arene derivativeP[6]AS , which we refer to as Pillar[6]MaxQ along with analoguesP[5]AS andP[7]AS toward guests1 –18 . The ultratight binding affinity ofP[5]AS andP[6]AS toward quaternary (di)ammonium ions renders them prime candidates for in vitro and in vivo non‐covalent bioconjugation, for imaging and delivery applications, and as in vivo sequestration agents. -
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Abstract We report the synthesis and X‐ray crystal structure of a cucurbituril–triptycene chimeric receptor (
1 ). Host1 binds to guests typical of CB[6]–CB[8], but also binds to larger guests such as blue box (20 ) and the Fujita square (22 ). Intriguingly, the geometries of the1 ⋅20 and1 ⋅22 complexes blur the lines between host and guest in that both components fulfill both roles within each complex. The fluorescence output of1 is fully quenched by the formation of complexes with pyridinium‐derived guests. -
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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