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Enhancing the Circularly Polarized Luminescence of Self‐assembled Cyanostilbenes through Extended <scp>π‐Conjugation</scp>

Tongjin Lv, Song Wu, Yu Jin, Jianfei Ma, Sixun Jiang, Yuncong Xue, Feng Wang

2023Chinese Journal of Chemistry15 citationsDOI

Abstract

Comprehensive Summary Chiral supramolecular assembly of π‐conjugated luminophores provides a promising avenue for enhancing circularly polarized luminescence. In this study, we shed light on the impact of π‐conjugation length on circularly polarized luminescent performance of the resulting supramolecular assemblies, by designing a tetra‐cyanostilbene monomeric compound alongside two dicyanostilbene control compounds. These cyanostilbene‐based compounds possess the ability to form chiral supramolecular polymers in toluene, driven by a synergistic combination of intermolecular hydrogen bonding and π–π stacking interactions. The extended π‐aromatic skeleton brings bathochromic‐shifted fluorescence and enhanced intermolecular stacking capability for the tetra‐cyanostilbene compound. Consequently, chiral supramolecular assemblies formed by the tetra‐cyanostilbene compound demonstrate a remarkable two‐fold increase in g lum values relative to the assemblies formed by the dicyanostilbene compounds. Overall, this study provides valuable insights into the relationship between π‐conjugation length and the circularly polarized luminescent performance of π‐conjugated supramolecular assemblies.

Topics & Concepts

Supramolecular chemistryStackingChemistryLuminescenceIntermolecular forceConjugated systemPhotochemistryBathochromic shiftMonomerCrystallographyHydrogen bondFluorescenceStereochemistryPolymerMoleculeOrganic chemistryCrystal structureMaterials scienceOptoelectronicsQuantum mechanicsPhysicsSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsSupramolecular Self-Assembly in Materials
Enhancing the Circularly Polarized Luminescence of Self‐assembled Cyanostilbenes through Extended <scp>π‐Conjugation</scp> | Litcius