4.8 Article

A Porous Tricyclooxacalixarene Cage Based on Tetraphenylethylene

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 32, Pages 9244-9248

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201502912

Keywords

aggregation-induced emission; cage compounds; calixarenes; gas storage; supramolecular chemistry

Funding

  1. National Natural Science Foundation of China [20902031, J1103514]
  2. National Basic Research Program [2012CB932500]
  3. Fundamental Research Funds for the Central Universities [HUST 2015TS086]

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A quadrangular prismatic tricyclooxacalixarene cage 1 based on tetraphenylethylene (TPE) was efficiently synthesized by a one-pot SNAr condensation reaction. As a result of the porous internal structure in the solid state, cage 1 exhibited a good CO2 uptake capacity of 12.5wt% and a high selectivity for CO2 over N-2 adsorption of 80 (273K, 1bar) with a BET surface area of 432m(2)g(-1). Formation of cage 1 led to the fluorescence of TPE being switched on in solution. The system was employed as a single-molecule platform to study the mechanism of aggregation-induced emission (AIE) by examining the restriction of intramolecular rotation (RIR).

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