Porous Interdigitation Molecular Cage from Tetraphenylethylene Trimeric Macrocycles That Showed Highly Selective Adsorption of CO₂ and TNT Vapor in Air

A new [3 + 3] trimeric macrocycle, based on tetraphenyl­ethylene having an aggregation-induced emission effect, could form a interdigitation molecular cage with a big void by host–guest interactions. The cage could accommodate two TNT molecules and detect TNT at the 1.7 fg level per mL of air. Moreover, the cage could give permanent pores that had a BET surface area of 347 m²/g and could adsorb 7.8 wt % CO₂ with high CO₂/N₂ selectivity up to 32 (273 K, 1 bar)

The Fixed Propeller-Like Conformation of Tetraphenylethylene that Reveals Aggregation-Induced Emission Effect, Chiral Recognition, and Enhanced Chiroptical Property

The propeller-like conformation of tetraphenylethylene (TPE) with aggregation-induced emission (AIE) effect was partially and completely fixed by intramolecular cyclization for the first time. The immobilization of propeller-like conformation was found to show great advantages in determining the enantiomer purity, identifying the chiral amines. The completely fixed conformers are resolved into <i>M</i>- and <i>P</i>-enantiomer, which showed mirror imaged CD and almost quantitative fluorescence quantum yield. Furthermore, it also showed a mirror and large circularly polarized luminescence dissymmetric factor, depending on the helicity of the enantiomer. The result provides the most direct and persuasive evidence for AIE via the restriction of intramolecular rotation and finds the new insight of the compounds in chiroptical property

The Fixed Propeller-Like Conformation of Tetraphenylethylene that Reveals Aggregation-Induced Emission Effect, Chiral Recognition, and Enhanced Chiroptical Property

The propeller-like conformation of tetraphenylethylene (TPE) with aggregation-induced emission (AIE) effect was partially and completely fixed by intramolecular cyclization for the first time. The immobilization of propeller-like conformation was found to show great advantages in determining the enantiomer purity, identifying the chiral amines. The completely fixed conformers are resolved into <i>M</i>- and <i>P</i>-enantiomer, which showed mirror imaged CD and almost quantitative fluorescence quantum yield. Furthermore, it also showed a mirror and large circularly polarized luminescence dissymmetric factor, depending on the helicity of the enantiomer. The result provides the most direct and persuasive evidence for AIE via the restriction of intramolecular rotation and finds the new insight of the compounds in chiroptical property

The Fixed Propeller-Like Conformation of Tetraphenylethylene that Reveals Aggregation-Induced Emission Effect, Chiral Recognition, and Enhanced Chiroptical Property

The propeller-like conformation of tetraphenylethylene (TPE) with aggregation-induced emission (AIE) effect was partially and completely fixed by intramolecular cyclization for the first time. The immobilization of propeller-like conformation was found to show great advantages in determining the enantiomer purity, identifying the chiral amines. The completely fixed conformers are resolved into <i>M</i>- and <i>P</i>-enantiomer, which showed mirror imaged CD and almost quantitative fluorescence quantum yield. Furthermore, it also showed a mirror and large circularly polarized luminescence dissymmetric factor, depending on the helicity of the enantiomer. The result provides the most direct and persuasive evidence for AIE via the restriction of intramolecular rotation and finds the new insight of the compounds in chiroptical property

Enantioselective Recognition for Many Different Kinds of Chiral Guests by One Chiral Receptor Based on Tetraphenylethylene Cyclohexylbisurea

A neutral chiral receptor based on TPE cyclohexylbisurea was synthesized and could discriminate the enantiomers of many different kinds of chiral reagents, including chiral acidic compounds, basic compounds, amino acids, and even neutral alcohols. The ¹H NMR spectra disclosed that the ability of chiral recognition could be ascribed to the multiple hydrogen bonds and CH−π interactions between the TPE urea receptor and the enantiomer of the chiral guest, which led to the selective aggregation of the receptor with one of the two enantiomers. This result exhibited a great potential in enantiomer discernment and high-throughput analysis of enantiomer composition of these chiral analytes by one chiral AIE molecule

Evidence for Aggregation-Induced Emission from Free Rotation Restriction of Double Bond at Excited State

This paper reports that <i>cis</i>-TPE dicycles emit strong fluorescence, while the <i>gem</i> dicycles show almost no emission in solution, demonstrating that the free rotation restriction of the double bond at the excited state is the key factor for AIE effects