Self-assembly of a water-soluble [2]rotaxane with carbohydrate stoppers

Peter R. Ashton*, Simon R L Everitt, Marcos Gómez-López, Narayanaswamy Jayaraman, J. Fraser Stoddart

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

A [2]rotaxane self-assembles spontaneously by 'slippage' in D2O during one week at room temperature when a dumbbell-shaped compound, containing a hydroquinone ring recognition site and terminated by P-D-glucopyranose units, is mixed with cyclobis(paraquat-p-phenylene) tetrachloride. A [2]rotaxane with benzoylated D-glucopyranose residues is obtained when the dumbbell-shaped octabenzoate serves as a template for the formation of the cyclobis(paraquat-p-phenylene) tetracation in DMF.

Original languageEnglish (US)
Pages (from-to)5691-5694
Number of pages4
JournalTetrahedron Letters
Volume38
Issue number32
DOIs
StatePublished - Aug 1 1997

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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