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トライ安定 [2]ロタキサンにおける隣接コンポーネント効果

Yuping Wang1, Tao Cheng2, Junling Sun1

  • 1Department of Chemistry , Northwestern University , 2145 Sheridan Road , Evanston , Illinois 60208 , United States.

Journal of the American Chemical Society
|September 26, 2018
PubMed
まとめ

この研究では,サイクロビス (((パラクアット-p-フェニレン)) サイクロファンの (CBPQT(0)) 完全に減少した状態を [2]ロタキサンで調べています. 研究者らは,CBPQT(0)ユニットとテトラフルオロフェニレン受容体を含む新しいπ-ドナー認識相互作用を発見した.

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科学分野:

  • 超分子化学
  • 有機化学
  • 材料科学

背景:

  • サイクロビス (paraquat-p-phenylene) サイクロファン (CBPQT) は,酸化 (CBPQT4+) と部分的に還元 (CBPQT2(•+)) 状態において,酸化還元に依存する認識特性を示す.
  • ロタキサンのような機械的に相互接続された分子 (MIM) の完全減少中性状態 (CBPQT0) の認識行動は未調査のままである.
  • CBPQTの役割を理解することは,調整可能な結合アフィニティを持つ新しいMIMの設計に不可欠です.

研究 の 目的:

  • CBPQTリングを組み込んだ三安定 [2]ロタキサンを合成し,研究する.
  • ロータキサン内の異なる酸化還元状態におけるCBPQTリングの分子認識特性を探求する.
  • CBPQT(0)状態と,ロタキサンのダンベル成分における受容体との結合相互作用を解明する.

主な方法:

  • ビピリジニウム,テトラフルオロフェニレン,トリアゾール認識部位を備えたCBPQTリングとダンベルを備えた [2]ロタキサンの合成.
  • CBPQTリングとダンベルの構成要素間の選択的認識イベントを分析するソリューション状態の調査.
  • 非共性結合相互作用の特徴化,特にCBPQT(0)状態に焦点を当てた.

主要な成果:

  • CBPQT4+/トリアゾールとCBPQT2(•+)/バイピリジニウムラジカルカチオンとの選択的認識を証明する三安定 [2]ロタキサンの合成に成功した.
  • 中性CBPQT(0)リングとテトラフルオロフェニレン受容体間の新しいπ-ドナー相互作用の確認.
  • CBPQT(0)状態はπ-ドナーとして作用し,以前に知られているドナー-受容体とラジカル-ペアリングの相互作用を超えて認識能力を拡張します.

結論:

  • この研究は,完全に減少したCBPQT(0)状態が [2]ロタキサンにおけるπ-ドナー認識ユニットとしての役割を成功裏に実証した.
  • この発見は,機械的に相互接続された分子における 酸化還元調節性分子認識の理解を広げている.
  • ロタキサンにおける観測された環横相互作用は,より単純な有機分子における隣接グループ参加に類似しています.