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Synthesis of [60]fullerene-functionalized rotaxanes

Tetrahedron, ISSN: 0040-4020, Vol: 62, Issue: 9, Page: 1988-1997
2006
  • 18
    Citations
  • 0
    Usage
  • 16
    Captures
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Metrics Details

  • Citations
    18
    • Citation Indexes
      18
  • Captures
    16

Article Description

Synthesis of [60]fullerene (C 60 )-functionalized rotaxanes via Diels–Alder reactions with C 60 is described. Diels–Alder reaction of C 60 and sulfolene moiety as masked diene attached on the wheels of rotaxanes results in high yields of C 60 incorporation. Rotaxanes are prepared by tin-catalyzed urethane-forming end-capping reaction with isocyanate of pseudorotaxane having the wheel carrying C 60 functionality as introduced by the Diels–Alder reaction. The Diels–Alder reaction was accomplished as end-capping reaction between C 60 and pseudorotaxane bearing sultine moiety as masked diene on the axle terminal. A variety of C 60 -containing [2]rotaxanes was prepared in moderate to good yields by these Diels–Alder protocols.

Bibliographic Details

Hisahiro Sasabe; Kei-ichiro Ikeshita; G. Abraham Rajkumar; Nobuhiro Watanabe; Nobuhiro Kihara; Yoshio Furusho; Kazuhiko Mizuno; Akiya Ogawa; Toshikazu Takata

Elsevier BV

Biochemistry, Genetics and Molecular Biology; Pharmacology, Toxicology and Pharmaceutics; Chemistry

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