Synthesis results in homochiral frameworks from enantiomers, suggesting new applications in chiro-optical technologies.
While chirality is common in nature, creating synthetic macromolecules with controlled chirality remains a significant challenge. Here we report the synthesis of homochiral frameworks by exploring M and P enantiomers of [7]Helicene as building units to create chiral skeletons. The racemic [7]Helicene was separated into its P-[7]Helicene and M-[7]Helicene enantiomers via chiral column chromatography, which, upon aldol condensation reactions with 1,3,5-trimethyltriazine, form crystalline microporous P-[7]Helicene sp²c-COF-1 and M-[7]Helicene sp²c-COF-1, respectively. The resulting homochiral [7]Helicene sp²c-COFs develop a two-dimensional hexagonal lattice and π-conjugated skeleton linked by a C═C bond, displaying distinct circular dichroism of mirror images. Notably, P-[7]Helicene sp²c-COF-1 and M-[7]Helicene sp²c-COF-1 formed homogeneous thin films upon dispersion in a poly(methyl methacrylate) matrix and greatly enhanced circular dichroism signals and circularly polarized luminescence to reach a luminescence dissymmetry factor as high as 1.2 × 10⁻³ at 570 nm. These findings demonstrate a way to homochiral frameworks for chiro-optical applications.
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Yan et al. (2025) studied this question.
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