A Rotary Molecular Motor Gated by Electrical Energy

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• 作者：Chen-Yi Kao ; Hsiu-Feng Lu ; Ito Chao ; Jye-Shane Yang
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：December 5, 2014
• 年：2014
• 卷：16
• 期：23
• 页码：6100-6103
• 全文大小：321K
• ISSN：1523-7052

文摘

DFT calculations predict that the chiral pentiptycene derivative E-1 possesses distinct rotational potential energy surfaces in the neutral vs the radical anionic (E-1^{鈥⑩€?/sup>) form such that continued electrochemical switching between E-1 and E-1鈥⑩€?/sup> could lead to a directional rotation of the pentiptycene rotor about the exocyclic C鈥揅 bond. The time scale of random Brownian rotation is 鈭?06 s for E-1 and 鈭?70 s for E-1鈥⑩€?/sup> at 150 K, and thus a switching time scale of 0.2 s could readily bias the rotation direction to >99% at 150 K. The synthetic feasibility, line-shape analysis on the VT 1H NMR spectra, and electrochemical redox switching of E-1 are demonstrated.}