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Issue 9, 2019
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Salts accelerate the switching kinetics of a cyclobis(paraquat-p-phenylene) [2]rotaxane

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Abstract

The rate at which the macrocyclic cyclobis(paraquat-p-phenylene) ring of a bistable [2]rotaxane moves from a tetrathiafulvalene station to an oxyphenylene station upon oxidation of the tetrathiafulvalene station is found to be increased in the presence of added salts. Compared to the salt-free case, 0.1 M solutions of a series of tetraalkylammonium hexafluorophosphate salts (R4N·PF6, R = H, Me, Et or n-Bu) and of tetrabutylammonium perchlorate (n-Bu4N·ClO4) all afford an increased switching rate, which is largest in the case of n-Bu4N·ClO4 with smaller anions. Variation in the size of the ammonium cation has no significant effect. These results indicate that the addition of excess ions can be used as an accelerator to speed up shuttling processes in rotaxanes and catenanes based on the mobile cyclobis(paraquat-p-phenylene) ring, and that the choice of anion offers a convenient means of controlling the extent of this effect.

Graphical abstract: Salts accelerate the switching kinetics of a cyclobis(paraquat-p-phenylene) [2]rotaxane

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Publication details

The article was received on 13 Jan 2019, accepted on 05 Feb 2019 and first published on 05 Feb 2019


Article type: Paper
DOI: 10.1039/C9OB00085B
Citation: Org. Biomol. Chem., 2019,17, 2432-2441

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    Salts accelerate the switching kinetics of a cyclobis(paraquat-p-phenylene) [2]rotaxane

    S. S. Andersen, A. W. Saad, R. Kristensen, T. S. Pedersen, L. J. O'Driscoll, A. H. Flood and J. O. Jeppesen, Org. Biomol. Chem., 2019, 17, 2432
    DOI: 10.1039/C9OB00085B

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