A Porous Tricyclooxacalixarene Cage Based on Tetraphenylethylene

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 12.5 wt % and a high selectivi...

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Veröffentlicht in:Angewandte Chemie International Edition 2015-08, Vol.54 (32), p.9244-9248
Hauptverfasser: Zhang, Chun, Wang, Zhen, Tan, Liangxiao, Zhai, Tian-Long, Wang, Sheng, Tan, Bien, Zheng, Yan-Song, Yang, Xiang-Liang, Xu, Hui-Bi
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Sprache:eng
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Zusammenfassung: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 12.5 wt % and a high selectivity for CO2 over N2 adsorption of 80 (273 K, 1 bar) with a BET surface area of 432 m2 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). Emissive porous cage: A tricyclooxacalixarene cage molecule based on triphenylethylene (TPE) was prepared. The porous internal structure of the system gave rise to a good CO2 uptake capacity and it showed a high selectivity for CO2 adsorption over N2. The cage molecule exhibited TPE fluorescence in solution and was used as a single‐molecule platform to investigate the mechanism of aggregation‐induced emission in TPE. Atom colors: C=gray; N=blue; O=red.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201502912