Revisiting the formation and tunable dissociation of a [2]pseudorotaxane formed by slippage approach

Ken C F LEUNG*, Kwun Ngai Lau, Wing Yan Wong

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

A new [2]pseudorotaxane DB24C8⊃1-H•PF6 with dibenzo[24]crown-8 (DB24C8) crown ether-dibenzylammonium (1-H•PF6) binding which was formed by slippage approach at different solvents and temperature, had been isolated and characterized by NMR spectroscopy and mass spectrometry. The [2]pseudorotaxane DB24C8⊃1-H•PF6 was stable at room temperature. The dissociation rate of [2]pseudorotaxane DB24C8⊃1-H•PF6 could be tuned by using different stimuli such as triethylamine (TEA)/diisopropylethylamine (DIPEA) and dimethyl sulfoxide (DMSO). In particular, the dissociation of [2]pseudorotaxaneDB24C8⊃1-H•PF6 by an excess of TEA/DIPEA base mixture possessed a long and sustained, complete dissociation over 60 days. Other stimuli by DMSO possessed a relatively fast dissociation over 24 h.

Original languageEnglish
Pages (from-to)8254-8265
Number of pages12
JournalInternational Journal of Molecular Sciences
Volume16
Issue number4
DOIs
Publication statusPublished - 13 Apr 2015

Scopus Subject Areas

  • Catalysis
  • Molecular Biology
  • Spectroscopy
  • Computer Science Applications
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

User-Defined Keywords

  • Crown ether
  • Dissociation
  • Rotaxane
  • Slippage
  • Thermodynamic synthesis

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