A Push-Button Molecular Switch
Abstract
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 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 [2]catenane and other more traditional bi- and multistation molecular switches are significant.
Additional Information
Copyright © 2009 American Chemical Society. Received May 20, 2009. Publication Date (Web): July 24, 2009. This work was supported by the Microelectronics Advanced Research Corporation and its Focus Center Research Program, the Center on Functional Engineered Nano-Architectonics, and the NSF-MRSEC Program through the Northwestern University Materials Research Science and Engineering Center. J.M.S. gratefully acknowledges the National Science Foundation for a Graduate Research Fellowship as well as Northwestern University for a Presidential Fellowship. Computational facilities were funded by grants from ARO-DURIP and ONR-DURIP. Supporting Information: Spectral characterization of all new compounds, VT and 2D ^1H NMR spectral data and reductive CV electrochemical data for 1·4PF_6, and crystallographic data (CIF) for 1·4PF_6. This material is available free of charge via the Internet at http://pubs.acs.org.Attached Files
Supplemental Material - ja904104c_si_001.pdf
Supplemental Material - ja904104c_si_002.cif
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Additional details
- Eprint ID
- 15803
- Resolver ID
- CaltechAUTHORS:20090911-153600968
- Microelectronics Advanced Research Corporation (MARCO)
- NSF Graduate Research Fellowship
- Nortwestern University
- Army Research Office (ARO)
- Office of Naval Research (ONR)
- Created
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2009-10-07Created from EPrint's datestamp field
- Updated
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2021-11-08Created from EPrint's last_modified field