Main observation and conclusion

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.

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