Functionalized [2]Rotaxanes
10.1002/ijch.199600047
Crossref journal-article
Wiley
Israel Journal of Chemistry (311)
Abstract

AbstractThe synthesis of a series of dumbbell‐shaped compounds, which can act as a host (e.g., toward alkali metal cations) and as a guest (e.g., toward cyclobis(paraquat‐p‐phenylene)) in a supramolecular context is described. The self‐assembly of [2]pseudorotaxanes and [2]rotaxanes, in which cyclobis(paraquat‐p‐phenylene) encircles polyether chains intercepted in their middles by a hydroquinone ring and terminated at each end by 12‐crown‐4, 15‐crown‐5, monoaza‐18‐crown‐6, 18‐crown‐6, or adamantyl groups, is achieved using either threading, clipping, or slipping procedures. All the [2]pseudorotaxanes and [2]rotaxanes are characterized in solution by spectroscopic means and, in the case of two of the [2]rotaxanes, by X‐ray crystal structures in the solid state. In the presence of metal ions, [2]pseudorotaxanes carrying 12‐crown‐4 or 15‐crown‐5 stoppers can be disassembled in solution. The research shows how one kind of complexation can affect another kind of complexation—manifesting itself in a physical change in the system and so acting as a prototype of a potential molecular device.

Bibliography

Asakawa, M., Ashton, P. R., Iqbal, S., Quick, A., Stoddart, J. F., Tinker, N. D., White, A. J. P., & Williams, D. J. (1996). Functionalized [2]Rotaxanes. Israel Journal of Chemistry, 36(4), 329–340. Portico.

Authors 8
  1. Masumi Asakawa (first)
  2. Peter R. Ashton (additional)
  3. Sayeedha Iqbal (additional)
  4. Andrew Quick (additional)
  5. J. Fraser Stoddart (additional)
  6. Nigel D. Tinker (additional)
  7. Andrew J.P. White (additional)
  8. David J. Williams (additional)
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Dates
Type When
Created 11 years, 9 months ago (Nov. 21, 2013, 8:04 a.m.)
Deposited 1 year, 11 months ago (Sept. 12, 2023, 9:10 p.m.)
Indexed 1 year, 9 months ago (Oct. 30, 2023, 10:54 a.m.)
Issued 29 years, 7 months ago (Jan. 1, 1996)
Published 29 years, 7 months ago (Jan. 1, 1996)
Published Online 11 years, 9 months ago (Nov. 21, 2013)
Published Print 29 years, 7 months ago (Jan. 1, 1996)
Funders 0

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@article{Asakawa_1996, title={Functionalized [2]Rotaxanes}, volume={36}, ISSN={1869-5868}, url={http://dx.doi.org/10.1002/ijch.199600047}, DOI={10.1002/ijch.199600047}, number={4}, journal={Israel Journal of Chemistry}, publisher={Wiley}, author={Asakawa, Masumi and Ashton, Peter R. and Iqbal, Sayeedha and Quick, Andrew and Stoddart, J. Fraser and Tinker, Nigel D. and White, Andrew J.P. and Williams, David J.}, year={1996}, month=jan, pages={329–340} }