4.8 Article

Visible Helicity Induction and Memory in Polyallene toward Circularly Polarized Luminescence, Helicity Discrimination, and Enantiomer Separation

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Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202217234

Keywords

Chirality; Circularly Polarized Luminescence; Enantiomer Separation; Helix; Self-Discrimination

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Inspired by natural helices like DNA, the researchers successfully induced one-handed helical structures in achiral polymers using chiral amines and alcohols, and the induced helices were able to maintain their structure even after the chiral inducer was removed. These induced helices formed stable gels and showed helicity discrimination ability. They also demonstrated efficient enantioselective crystallization and separation of enantiomers. This research has significant implications for developing novel chiral materials.
Inspired by biological helices (e.g., DNA), artificial helical polymers have attracted intense attention. However, precise synthesis of one-handed helices from achiral materials remains a formidable challenge. Herein, a series of achiral poly(biphenyl allene)s with controlled molar mass and low dispersity were prepared and induced into one-handed helices using chiral amines and alcohols. The induced one-handed helix was simultaneously memorized, even after the chiral inducer was removed. The switchable induction processes were visible to naked eye; the achiral polymers exhibited blue emission (irradiated at 365 nm), whereas the induced one-handed helices exhibited cyan emission with clear circularly polarized luminescence. The induced helices formed stable gels in various solvents with helicity discrimination ability: the same-handed helix gels were self-healing, whereas the gels of opposite-handed helicity were self-sorted. Moreover, the induced helices could separate enantiomers via enantioselective crystallization with high efficiency and switchable enantioselectivity.

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