Controlling the Molecular Shuttling of pH‐Responsive [2]Rotaxanes with Two Different Stations

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  • Nanami Takiguchi
    Department of Applied Chemistry Faculty of Engineering Osaka Institute of Technology Omiya 5–16-1, Asahi-ku Osaka 535-8585 Japan
  • Shohei Yamazaki
    Department of Applied Chemistry Faculty of Engineering Osaka Institute of Technology Omiya 5–16-1, Asahi-ku Osaka 535-8585 Japan
  • Michihisa Murata
    Department of Applied Chemistry Faculty of Engineering Osaka Institute of Technology Omiya 5–16-1, Asahi-ku Osaka 535-8585 Japan
  • Shintaro Kawano
    Osaka Research Institute of Industrial Science and Technology Morinomiya 1–5-60, Joto-ku Osaka 536-8553 Japan
  • Motohiro Shizuma
    Osaka Research Institute of Industrial Science and Technology Morinomiya 1–5-60, Joto-ku Osaka 536-8553 Japan
  • Masahiro Muraoka
    Department of Applied Chemistry Faculty of Engineering Osaka Institute of Technology Omiya 5–16-1, Asahi-ku Osaka 535-8585 Japan

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<jats:title>Abstract</jats:title> <jats:p> A novel synthesis of degenerate [2]rotaxanes with two different amine stations is presented. Variable‐temperature <jats:sup>1</jats:sup> H NMR and rotating‐frame nuclear Overhauser effect correlation spectroscopy experiments revealed that the addition of trifluoroacetic acid initiates molecular shuttling. The activation barrier for the motion remained constant even when the amine in the outer station was changed. Conversely, the addition of camphorsulfonic acid caused a rotational motion, which was demonstrated by synthesizing a new [2]rotaxane without an outer station and examining its molecular behavior in the presence of acid. </jats:p>

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