Jump to main content
Jump to site search

Issue 9, 2017
Previous Article Next Article

Impact of mechanical bonding on the redox-switching of tetrathiafulvalene in crown ether–ammonium [2]rotaxanes

Author affiliations

Abstract

Switchable crown ether–ammonium [2]rotaxanes with a redox-active tetrathiafulvalene (TTF) unit implemented in their wheels were synthesised and fully characterised. Reversible operation in two modes is possible, in which the [2]rotaxane's axle is either charged or neutral. Cyclic voltammetry experiments reveal the effects of mechanical bonding on the electrochemical properties of TTF and show the [2]rotaxanes to perform a distinct function in both modes. In the charged mode, redox-switching is dominated by strong electrostatic repulsion in the [2]rotaxane which subsequently leads to a macrocycle translation along the axle. In the non-charged mode, a selective energetic stabilisation of TTF radical cations is observed, which can be attributed to an interplay of weak electrostatic interactions between wheel and axle.

Graphical abstract: Impact of mechanical bonding on the redox-switching of tetrathiafulvalene in crown ether–ammonium [2]rotaxanes

Back to tab navigation

Supplementary files

Publication details

The article was received on 16 Jun 2017, accepted on 07 Jul 2017 and first published on 10 Jul 2017


Article type: Edge Article
DOI: 10.1039/C7SC02694C
Citation: Chem. Sci., 2017,8, 6300-6306
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    Impact of mechanical bonding on the redox-switching of tetrathiafulvalene in crown ether–ammonium [2]rotaxanes

    H. V. Schröder, S. Sobottka, M. Nößler, H. Hupatz, M. Gaedke, B. Sarkar and C. A. Schalley, Chem. Sci., 2017, 8, 6300
    DOI: 10.1039/C7SC02694C

    This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements