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Specific Recognition of β-Cyclodextrin by a Tetraphenylethene Luminogen through a Cooperative Boronic Acid/Diol Interaction

Authors

  • Yi Liu,

    1. MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
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  • Prof. Anjun Qin,

    Corresponding author
    1. MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
    • MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
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  • Xiujuan Chen,

    1. MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
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  • Xiao Yuan Shen,

    1. MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
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  • Li Tong,

    1. MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
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  • Rongrong Hu,

    1. Department of Chemistry, Institute of Molecular Functional Materials, The Hong Kong University of Science & Technology, Clear Water Bay, Kowloon, Hong Kong (P.R China)
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  • Prof. Jing Zhi Sun,

    Corresponding author
    1. MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
    • MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
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  • Prof. Ben Zhong Tang

    Corresponding author
    1. MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
    2. Department of Chemistry, Institute of Molecular Functional Materials, The Hong Kong University of Science & Technology, Clear Water Bay, Kowloon, Hong Kong (P.R China)
    • MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027 (P.R. China), Fax: (+852) 2358-1594
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Abstract

original image

An unexpected recognition of β-cyclodextrin (CD) from α- and γ-CDs was achieved. The emission from a diboronic acid-containing tetraphenylethene (TPEDB) was amplified upon addition of β-CD, whereas there was almost no response for α-, and γ-CDs. TPEDB is proposed to be anchored onto the wide rim of β-CD through the alternative and conceptually new cooperative boronic acid/diol dynamic binding interaction, resulting in the restriction of intramolecular rotations of its phenyl rings (see scheme).

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