A Porous Tricyclooxacalixarene Cage Based on Tetraphenylethylene

Abstract

A quadrangular prismatic tricyclooxacalixarene cage 1 based on tetraphenylethylene (TPE) was efficiently synthesized by a one-pot S(N)Ar 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 m(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).

Tetraphenylethylene Foldamers with Double Hairpin‐Turn Linkers, TNT‐Binding Mode and Detection of Highly Diluted TNT Vapor

“…This result suggests that the foldamers are not locked into their geometries, even though they possess double hairpin‐turn linkers between the TPE units. By carefully examining the crystal structures of the foldamers, it can be seen that the formation of the folded conformation can not only be ascribed to the steric requirements of the 2,6‐triazinedioxy linker, but also to the strong intramolecular hydrogen bonds between the nitrogen atoms of the 2,6‐triazinedioxy linker and the protons of neighboring phenyl rings of the TPE units (Figure D–F). Breakage of the hydrogen bonds and rotation of the triazine rings would change the conformation of the foldamer.…”

“…When two TPE units are connected by two meta ‐pyrazinedioxy linkers at the para positions of their phenyl rings, they are almost parallel to one another in the resultant macrocycle . Using four 2,6‐pyridinedioxy bridges to link two TPE units at the para positions of their phenyl rings, a molecular cage is obtained, in which the two TPE units are co‐facially parallel . Other aromatic rings connected to form macrocycles by meta ‐pyrazinedioxy, meta ‐pyrazinediamino, 2,6‐pyridinedioxy, or 2,6‐pyridinediamino linkers are also in a co‐facial disposition .…”

Efficient and Selective Methane Borylation Through Pore Size Tuning of Hybrid Porous Organic‐Polymer‐Based Iridium Catalysts

“…We can see that the adsorbed volumes of all four polymers have linear increase at the relative pressure ( P / P 0 ) from 0 to 0.01, followed by flat growth until the relative pressure approaches 1. Hysteresis loops were also found for all the materials due to the porosity and irregular pore sizes of the polymers . The key porosity data are listed in Table .…”

Constructing a Nonfluorescent Conformation of AIEgen: A Tetraphenylethene Embedded in the Calix[4]arene's Skeleton

“…So, theoretically, if the phenyl rings are perpendicular to the C=C bond, the extended π‐electron system will be broken, and then the TPE molecules should be nonfluorescent. But for constructing a rigid quadrangular prism cave to restrict the phenyl rings of TPE adopting a large dihedral angle conformation is very difficult (Scheme ), therefore, the direct evidence to reveal the effects of the conformation of phenyl rings on the emission properties of TPE is still missing.…”