Tetrathiafulvalene-containing pseudorotaxanes formed between dibenzylammonium salts and crown ethers

Peter R. Ashton, Jan Becher*, Matthew C T Fyfe, Mogens Brøndsted Nielsen, J. Fraser Stoddart, Andrew J P White, David J. Williams

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

The synthesis of two tetrathiafulvalene (TTF) derivatives, one carrying arms incorporating four dibenzylammonium centers and the other encompassing two annulated crown ether rings - i.e., hydrogen bond donor and acceptor functions, respectively, is described. In the presence of macrocyclic polyethers - e.g., DB24C8 and BPP34C10 - and dibenzylammonium hexafluorophosphate, these two TTF derivatives form pseudorotaxanes as evidenced by 1H NMR spectroscopy, mass spectrometry, and differential pulse voltammetry.

Original languageEnglish (US)
Pages (from-to)947-956
Number of pages10
JournalTetrahedron
Volume57
Issue number6
DOIs
StatePublished - Feb 4 2001

Keywords

  • Crown ethers
  • Dibenzylammonium salts
  • Pseudorotaxanes
  • Self-assembly
  • Tetrathiafulvalene

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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