The preparation, characterization, and switching mechanism of a unique single-station mechanically switchable heterocatenane are reported. The facile synthesis utilizing a "threading-followed-by-clipping" protocol features Cu 2+ -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 catenane and other more traditional bi- and multistation molecular switches are significant.
ASJC Scopus subject areas
- Colloid and Surface Chemistry