A Push-Button Molecular Switch

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• 作者：Jason M. Spruell ; Walter F. Paxton ; John-Carl Olsen ; Diego Bentez ; Ekaterina Tkatchouk ; Charlotte L. Stern ; Ali Trabolsi ; Douglas C. Friedman ; William A. Goddard ; III ; J. Fraser Stoddart
• 刊名：Journal of the American Chemical Society
• 出版年：2009
• 出版时间：August 19, 2009
• 年：2009
• 卷：131
• 期：32
• 页码：11571-11580
• 全文大小：523K
• 年卷期：v.131,no.32(August 19, 2009)
• ISSN：1520-5126

文摘

The preparation, characterization, and switching mechanism of a unique single-station mechanically switchable hetero[2]catenane are reported. The facile synthesis utilizing a “threading-followed-by-clipping” protocol features Cu²⁺-catalyzed Eglinton coupling as a mild and efficient route to the tetrathiafulvalene-based catenane in high yield. The resulting mechanically interlocked molecule operates as a perfect molecular switch, most readily described as a “push-button” switch, whereby two discrete and fully occupied translational states are toggled electrochemically at incredibly high rates. This mechanical switching was probed using a wide variety of experimental techniques as well as quantum-mechanical investigations. The fundamental distinctions between this single-station [2]catenane and other more traditional bi- and multistation molecular switches are significant.