Abstract
Mechanically interlocked compounds, such as bistable catenanes and bistable rotaxanes, have been used to bring about actuation in nanoelectromechanical systems (NEMS) and molecular electronic devices (MEDs). The elaboration of the structural features of such rotaxanes into macromolecular materials might allow the utilization of molecular motion to impact their bulk properties. We report here the synthesis and characterization of polymers that contain π electron-donating 1,5-dioxynaphthalene (DNP) units encircled by cyclobis(paraquat- p -phenylene) (CBPQT 4+ ), a π electron-accepting tetracationic cyclophane, synthesized by using the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The polyrotaxanes adopt a well defined “folded” secondary structure by virtue of the judicious design of two DNP-containing monomers with different binding affinities for CBPQT 4+ . This efficient approach to the preparation of polyrotaxanes, taken alongside the initial investigations of their chemical properties, sets the stage for the preparation of a previously undescribed class of macromolecular architectures.
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Dates
Type | When |
---|---|
Created | 17 years, 4 months ago (April 30, 2008, 9:24 p.m.) |
Deposited | 3 years, 4 months ago (April 12, 2022, 4:52 p.m.) |
Indexed | 1 month ago (Aug. 2, 2025, 1:19 a.m.) |
Issued | 17 years, 4 months ago (May 6, 2008) |
Published | 17 years, 4 months ago (May 6, 2008) |
Published Online | 17 years, 4 months ago (May 6, 2008) |
Published Print | 17 years, 4 months ago (May 6, 2008) |
@article{Zhang_2008, title={Folding of a donor–acceptor polyrotaxane by using noncovalent bonding interactions}, volume={105}, ISSN={1091-6490}, url={http://dx.doi.org/10.1073/pnas.0711072105}, DOI={10.1073/pnas.0711072105}, number={18}, journal={Proceedings of the National Academy of Sciences}, publisher={Proceedings of the National Academy of Sciences}, author={Zhang, Wenyu and Dichtel, William R. and Stieg, Adam Z. and Benítez, Diego and Gimzewski, James K. and Heath, James R. and Stoddart, J. Fraser}, year={2008}, month=may, pages={6514–6519} }