A Circularly Arranged Sextuple Triptycene Gear Molecule

Herein we report the synthesis of a circularly arranged sextuple triptycene gear molecule, hexakis­(10-dodecyloxy-9-triptycyl)­ethynylbenzene, via the trimerization of the corresponding triyne with a cobalt catalyst. The six triptycene gears are closely engaged with each other as confirmed by single...

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Veröffentlicht in:Journal of the American Chemical Society 2017-11, Vol.139 (46), p.16470-16473
Hauptverfasser: Ube, Hitoshi, Yamada, Ryo, Ishida, Jun-ichi, Sato, Hiroyasu, Shiro, Motoo, Shionoya, Mitsuhiko
Format: Artikel
Sprache:eng
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Zusammenfassung:Herein we report the synthesis of a circularly arranged sextuple triptycene gear molecule, hexakis­(10-dodecyloxy-9-triptycyl)­ethynylbenzene, via the trimerization of the corresponding triyne with a cobalt catalyst. The six triptycene gears are closely engaged with each other as confirmed by single crystal X-ray structure analysis, and their motion in solution was established by NMR spectroscopy. Notably, when one bulky RuCp* complex was attached to one triptycene gear, the whole movement of the six gears was highly restricted via their mechanical engagement. Development of such a multigear molecule would provide a structural basis for molecular motion transmission systems with a switching function.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.7b09439