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Pseudorotaxanes with Self-Sorted Sequence and Stereochemical Orientation

Authors

  • Dr. Carmen Talotta,

    1. Dipartimento di Chimica e Biologia and NANO_MATES Research Center, Università di Salerno, Via Giovanni Paolo II n. 132, 84084 Fisciano (Salerno) (Italy)
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  • Dr. Carmine Gaeta,

    Corresponding author
    1. Dipartimento di Chimica e Biologia and NANO_MATES Research Center, Università di Salerno, Via Giovanni Paolo II n. 132, 84084 Fisciano (Salerno) (Italy)
    • Dipartimento di Chimica e Biologia and NANO_MATES Research Center, Università di Salerno, Via Giovanni Paolo II n. 132, 84084 Fisciano (Salerno) (Italy)
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  • Zhenhui Qi,

    1. Institut für Chemie und Biochemie, Freie Universität, Takustrasse 3, 14195 Berlin (Germany)
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  • Prof. Christoph A. Schalley,

    Corresponding author
    1. Institut für Chemie und Biochemie, Freie Universität, Takustrasse 3, 14195 Berlin (Germany)
    • Institut für Chemie und Biochemie, Freie Universität, Takustrasse 3, 14195 Berlin (Germany)
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  • Prof. Placido Neri

    Corresponding author
    1. Dipartimento di Chimica e Biologia and NANO_MATES Research Center, Università di Salerno, Via Giovanni Paolo II n. 132, 84084 Fisciano (Salerno) (Italy)
    • Dipartimento di Chimica e Biologia and NANO_MATES Research Center, Università di Salerno, Via Giovanni Paolo II n. 132, 84084 Fisciano (Salerno) (Italy)
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  • We thank the Italian MIUR (PRIN 20109Z2XRJ_006) and the Deutsche Forschungsgemeinschaft (SFB 765) for funding. Z.Q. is grateful to the China Scholarship Council for a PhD fellowship.

Abstract

original image

Partner preferences in pseudorotaxane formation were exploited to establish an integrative self-sorting system able to discriminate simultaneously at the sequence and stereochemical level (see picture). It was found that calix[6]arenes were threaded selectively with a preferred orientation onto bisammonium axles, even when the structural differences between the possible building blocks were small and located remote from the binding sites.

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