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Self‐Assembled Pure Covalent Tubes Exhibiting Circularly Polarized Luminescence

Chenqi Ge, Weili Shang, Zhong Chen, Jiyong Liu, Hua Tang, Yating Wu, Siyu He, Minghua Liu, Hao Li

2024Angewandte Chemie International Edition24 citationsDOI

Abstract

Abstract Here, we successfully synthesized four structurally analogous, self‐assembled chiral molecular tubes with relatively high yields. This achievement involved the condensation of six equivalents of enantiomerically pure trans ‐cyclohexane‐1,2‐diamine ( trans ‐CHDA) and three equivalents of the corresponding tetraformyl precursor. Each precursor was equipped with a luminescent linker terminated by two m ‐phthalaldehyde units. Even though these tetraformyl precursors are barely soluble in almost all organic solvents, the molecular tubes are highly soluble in nonpolar solvents such as chloroform, allowing us to fully characterize them in solution. The stereo‐chirality of the chiral bisamino building blocks endows the frameworks of molecular tubes with planar chirality. As a consequence, all of these molecular tubes exhibit circularly polarized luminescence (CPL) with relatively large dissymmetry values | g lum | up to 7×10 −3 , providing an efficient method for synthesizing CPL‐active materials.

Topics & Concepts

LuminescenceChirality (physics)DiamineChloroformCovalent bondCyclohexaneLinkerChemistryMaterials sciencePhotochemistryPolymer chemistryOrganic chemistryOptoelectronicsNambu–Jona-Lasinio modelPhysicsComputer scienceQuantum mechanicsChiral symmetry breakingQuarkOperating systemSynthesis and Properties of Aromatic CompoundsSupramolecular Chemistry and ComplexesLuminescence and Fluorescent Materials
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