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Chiral discrimination of enantiomers based on different interactions with alterable chiral oligomer

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Abstract

Series of chiral oligomer ((S)-1-(S)-7)) based on the different proportions of achiral fluorophore unit (9, 9-dipropyl alkynyl fluorene (1a)) and chiral unit ((S)-2-(4-isopropyl-4, 5-dihydrooxazol-2-yl)-2-(prop-2-yn-1-yl) pent-4-ynenitrile (1b)) via Glaser coupling method were synthesized. The results showed that the fluorescent probe can be applied to the recognition of different enantiomers by changing the ratio of fluorophore to chiral group in the oligomer. The hydrogen bonding between chiral units and enantiomers in oligomers and large steric hindrance of rigid achiral units on conformation of the polymers may be the reasons for the different recognition abilities of oligomer with different ratios.

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Acknowledgements

We thank Hunan Provincial Natural Science Foundation of China (No. 2016JJ6147) for financial support.

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  1. Xueyan Zhang and Tianqi Lan the authors contribute equally

Authors and Affiliations

  1. College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105, People’s Republic of China

    Xueyan Zhang, Tianqi Lan, Quan Li, Chengkang Hu & Jing Cao

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  1. Xueyan Zhang
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  2. Tianqi Lan
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  3. Quan Li
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Correspondence to Jing Cao.

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Zhang, X., Lan, T., Li, Q. et al. Chiral discrimination of enantiomers based on different interactions with alterable chiral oligomer. J Polym Res 28, 486 (2021). https://doi.org/10.1007/s10965-021-02832-3

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  • DOI: https://doi.org/10.1007/s10965-021-02832-3

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