有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
総説および総合論文
大規模カゴ型アルキル骨格内にπ電子系が架橋した「分子ジャイロコマ」の合成構造化学
瀨髙 渉稲垣 佑亮山口 健太郎
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2019 年 77 巻 8 号 p. 813-822

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Rotation of the part of the molecules has been of interest in terms of artificial molecular rotors, which are one of the classes of molecular machines. We have been investigated macrocage molecules with a bridged π-electron system have been synthesized as “crystalline molecular gyrotops”, because the interior π-electron system can be rotate even in a crystal. These molecules were easily synthesized by applying silicon junctions that connect the π-electron rotor and three alkyl spokes. In this paper, chemistry of molecular gyrotops having phenylene, biphenylene, naphthalene-diyl, thiophene-diyl, and thiophenedioxide-diyl rotors have been described. Their cage structures were successfully confirmed by X-ray crystallography. Rotation of the rotor was investigated by solution and solid-state NMR spectroscopy. Some of them showed crystal-to-crystal phase transitions between static and dynamic states of the rotor, and their mechanisms were discussed.

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