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

Research output: Contribution to journalArticlepeer-review

77 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 languageEnglish (US)
Pages (from-to)4167-4170
Number of pages4
JournalOrganic Letters
Volume6
Issue number23
DOIs
StatePublished - Nov 11 2004

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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