Counterion-induced translational isomerism in a bistable [2]rotaxane

Bo W. Laursen; Sune Nygaard; Jan O. Jeppesen; J. Fraser Stoddart

doi:10.1021/ol048518l

Counterion-induced translational isomerism in a bistable [2]rotaxane

Bo W. Laursen, Sune Nygaard, Jan O. Jeppesen^*, J. Fraser Stoddart

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

74 Scopus citations

Abstract

(Chemical Equation Presented) Translational isomerization can be induced by changing the anions associated with a bistable rotaxane in which the tetracationic cyclophane (blue box), cyclobis(paraquat-p-phenylene), encircles a dumbbell component containing bispyrrolotetrathiafulvalene (green) and a dioxynaphthalene (red) recognition sites. The rotaxane was isolated as both its hexafluorophosphate and tris(tetrachlorobenzenediolato)phosphate(v) (TRISPHAT^-) salts. Photophysical measurements and NMR spectroscopy carried out in acetone (CD₃COCD₃) and acetonitrile (CD₃CN) solutions reveal that the much larger TRISPHAT^- anion favors predominantly the encirclement of the green site by the blue box.

Original language	English (US)
Pages (from-to)	4167-4170
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	23
DOIs	https://doi.org/10.1021/ol048518l
State	Published - Nov 11 2004

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Counterion-induced translational isomerism in a bistable [2]rotaxane",

abstract = "(Chemical Equation Presented) Translational isomerization can be induced by changing the anions associated with a bistable rotaxane in which the tetracationic cyclophane (blue box), cyclobis(paraquat-p-phenylene), encircles a dumbbell component containing bispyrrolotetrathiafulvalene (green) and a dioxynaphthalene (red) recognition sites. The rotaxane was isolated as both its hexafluorophosphate and tris(tetrachlorobenzenediolato)phosphate(v) (TRISPHAT-) salts. Photophysical measurements and NMR spectroscopy carried out in acetone (CD3COCD3) and acetonitrile (CD3CN) solutions reveal that the much larger TRISPHAT- anion favors predominantly the encirclement of the green site by the blue box.",

author = "Laursen, {Bo W.} and Sune Nygaard and Jeppesen, {Jan O.} and Stoddart, {J. Fraser}",

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T1 - Counterion-induced translational isomerism in a bistable [2]rotaxane

AU - Laursen, Bo W.

AU - Nygaard, Sune

AU - Jeppesen, Jan O.

AU - Stoddart, J. Fraser

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N2 - (Chemical Equation Presented) Translational isomerization can be induced by changing the anions associated with a bistable rotaxane in which the tetracationic cyclophane (blue box), cyclobis(paraquat-p-phenylene), encircles a dumbbell component containing bispyrrolotetrathiafulvalene (green) and a dioxynaphthalene (red) recognition sites. The rotaxane was isolated as both its hexafluorophosphate and tris(tetrachlorobenzenediolato)phosphate(v) (TRISPHAT-) salts. Photophysical measurements and NMR spectroscopy carried out in acetone (CD3COCD3) and acetonitrile (CD3CN) solutions reveal that the much larger TRISPHAT- anion favors predominantly the encirclement of the green site by the blue box.

AB - (Chemical Equation Presented) Translational isomerization can be induced by changing the anions associated with a bistable rotaxane in which the tetracationic cyclophane (blue box), cyclobis(paraquat-p-phenylene), encircles a dumbbell component containing bispyrrolotetrathiafulvalene (green) and a dioxynaphthalene (red) recognition sites. The rotaxane was isolated as both its hexafluorophosphate and tris(tetrachlorobenzenediolato)phosphate(v) (TRISPHAT-) salts. Photophysical measurements and NMR spectroscopy carried out in acetone (CD3COCD3) and acetonitrile (CD3CN) solutions reveal that the much larger TRISPHAT- anion favors predominantly the encirclement of the green site by the blue box.

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