Is the <i>tert</i>-Butyl Group Bulky Enough to End-Cap a Pseudorotaxane with a 24-Crown-8-ether Wheel?

  • Yuya Tachibana
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology, Ookayama, Meguro, Tokyo 152-8552, Japan, and Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
  • Nobuhiro Kihara
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology, Ookayama, Meguro, Tokyo 152-8552, Japan, and Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
  • Yoshio Furusho
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology, Ookayama, Meguro, Tokyo 152-8552, Japan, and Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
  • Toshikazu Takata
    Department of Organic and Polymeric Materials, Tokyo Institute of Technology, Ookayama, Meguro, Tokyo 152-8552, Japan, and Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan

書誌事項

公開日
2004-11-01
DOI
  • 10.1021/ol048135n
公開者
American Chemical Society (ACS)

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説明

Although rotaxane chemists have long believed that the tert-butyl group is bulkier than the cavity of dibenzo-24-crown-8-ether (DB24C8), it is essentially smaller than the cavity of DB24C8. The tert-butyl (or 4-tert-butylphenyl) group can actually function as an end-cap of DB24C8-based rotaxanes when the intercomponent interaction is effectively operative. When such attractive interaction is removed, deslippage occurs. [structure: see text]

収録刊行物

  • Organic Letters

    Organic Letters 6 (24), 4507-4509, 2004-11-01

    American Chemical Society (ACS)

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