Related Experiment Video
Updated: Jun 12, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Configurationally Stepping Confinement Achieved Tunable Chiral Near-Infrared Luminescence Supramolecular
Jie Yu1, Jie Niu1, Xiufang Xu1
1College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, P. R. China.
Abstract:
Herein, thermally responsive reversible chiral supramolecules are reported, constructed by the chirality transfer from tripeptides to achiral network supramolecular organic frameworks (SOF) based on configurationally stepping confinement, which displayed not only highly selective reversible chirality transfer but also efficient enhanced near-infrared (NIR) luminescence. Taking advantage of macrocyclic confinement, CB[8] separately encapsulated two kinds of tetracationic bis(phenothiazines) derivatives (G1, G2) at 2:1 stoichiometric to form organic 2D SOFs, efficiently enhancing 12.6 fold NIR luminescence and blueshifted from 705 to 680 nm for G1, and redshifted from 695 to 710 nm for G2, respectively. Uncommonly, the tripeptide coassembled with two kinds of achiral noncovalent frameworks (G1/CB[8] or G2/CB[8]) displayed different opposite circular dichroism signals based on different binding modes and affinity, achieving chirality transfer from tripeptide to organic supramolecular assemblies with further enhanced NIR fluorescence up to 46.2 times and the quantum yield (QY) increased from 0.71% to 10.29% for G2/CB[8], showing reversible chirality transfer and tunable NIR fluorescence under thermal stimulus. Therefore, the current research has achieved controllable chirality transfer from tripeptide to the SOFs and the enhancement of tunable NIR fluorescence, which is successfully applied in thermal responsive chiral logic gates, information encryption, and cell imaging.
Related Concept Videos
Variables Affecting Phosphorescence and Fluorescence
¹H NMR of Conformationally Flexible Molecules: Temporal Resolution
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Stereoisomerism
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
Structure of Amines
¹H NMR of Conformationally Flexible Molecules: Variable-Temperature NMR

