[reaction: see text] It was found that a cylindrical macrotricyclic host containing two dibenzo[24]crown-8 cavities could self-assemble with two dibenzylammonium salts to form a stable 1:2 complex in solution and in the solid state, in which multiple hydrogen-bonding and pi-pi stacking interactions between the host and the guest played an important role. Furthermore, a series of dendritic pseudorotaxanes were constructed and structurally studied.
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Synthesis of a novel water-soluble cylindrical macrotricyclic host and its complexation with N-methylquinolinium and N-methylisoquinolinium salts: formation of 1 : 2 complexes in water.
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Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
A novel water-soluble cylindrical macrotricyclic host containing one central cavity and two dibenzo-24-crown-8 lateral cavities was synthesized. It could form 1 : 2 complexes with N-methylquinolinium salts or N-methylisoquinolinium salts in water solution and in the solid state, in which multiple hydrogen-bonding and π-π stacking interactions between the host and the guests played an important role. Moreover, the complexation and decomplexation of the complexes between the host and the guests could be achieved by changing the pH of the solution, and the process could also be observed by the naked eye.
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A triptycene-based cylindrical macrotricyclic host can include diquat and electron-rich aromatics simultaneously to form stable ternary complexes, which is stabilized not only by a charge-transfer (CT) interaction between electron-rich and electron-deficient guests but also by the face to face pi-stacking interactions between the host and the guests. Moreover, a selective complexation process between a ternary complex containing benzidine and a binary complex can be effectively controlled by the use of acid and base.
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