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

Author:

Xu Lei12,Wu Yong‐Jie3,Gao Run‐Tan1,Li Shi‐Yi1,Liu Na4,Wu Zong‐Quan1ORCID

Affiliation:

1. State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University Changchun 130012 China

2. Key Laboratory of Green and Precise Synthetic Chemistry and Applications Ministry of Education Huaibei Normal University Huaibei Anhui 235000 P. R. China

3. Department of Polymer Science and Engineering School of Chemistry and Chemical Engineering and Anhui Key Laboratory of Advanced Functional Materials and Devices Hefei University of Technology Hefei Anhui Province 230009 China

4. The School of Pharmaceutical Sciences Jilin University 1266 Fujin Road Changchun Jilin 130021 P. R. China

Abstract

AbstractInspired 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.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry,Catalysis

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