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Salts Accelerate the Switching Kinetics of a Cyclobis(paraquat-P-Phenylene) [2]rotaxane

Salts Accelerate the Switching Kinetics of a Cyclobis(paraquat-P-Phenylene) [2]rotaxane

Sissel S Andersen, Afaf W Saad, Rikke Kristensen, Teis S Pedersen, Luke J O'Driscoll, Amar H Flood, Jan O Jeppesen

Org Biomol Chem. 2019 Feb 27;17(9):2432-2441.

PMID: 30742174

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1923702	Tetrabutylammonium perchlorate		1923-70-2	Price

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