Synthesis of Linked Symmetric [3]Rotaxane Having an Oligomeric Phenylene–Ethynylene Unit as a π Guest via Double Sonogashira Cross-coupling

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  • Jun Terao
    Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University
  • Akihisa Wadahama
    Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University
  • Tetsuaki Fujihara
    Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University
  • Yasushi Tsuji
    Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University

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<jats:title>Abstract</jats:title> <jats:p>Linked symmetric [3]rotaxanes consisting of an oligomeric phenylene–ethynylene (OPE) unit as a π-conjugated guest and two molecules of organic soluble permethylated α-cyclodextrins (PM α-CDs) as macrocyclic hosts have been synthesized by intramolecular self-inclusion of an OPE guest moiety carrying PM α-CDs followed by double cross-coupling reaction with 1,4-diiodobenzene under the Sonogashira coupling conditions. The structure of thus formed rotaxane was determined by MALDI-TOF mass spectrum and two-dimensional NMR spectroscopy.</jats:p>

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  • Chemistry Letters

    Chemistry Letters 39 (5), 518-519, 2010-04-17

    Oxford University Press (OUP)

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