Assembly and dissociation of α-cyclodextrin [2]pseudorotaxanes with α,ω-bis(N-(N,N′-dimethylethylenediamine)alkane threads

Victor X. Jin, Donal H. Macartney, Erwin Buncel

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A series of novel bischelate bridging ligands, CH3NH(CH 2)2N(CH3)(CH2) n N(CH3)(CH2)2NHCH3 (n = 9, 10, 11, and 12) were synthesized as hydrochloride salts and characterized by elemental analyses, electrospray mass spectrometry, and 1H and 13C NMR spectroscopy. These ligands form [2]pseudorotaxanes with α-cyclodextrin (α-CD) and the stability constants have been determined from 1H NMR titrations in D2O. The kinetics and mechanism of the assembly and dissociation of a [2]pseudorotaxane in which α-CD has been threaded by the CH3NH2(CH 2)2N(CH3)(CH2)12N(CH 3)(CH2)2NH2CH 3 2+ ligand were determined in aqueous solution using 1H NMR spectroscopy. A weak inclusion of the dimethylethylenediamine end group precedes the passage of the α-CD onto the hydrophobic dodecamethylene chain.

Original languageEnglish (US)
Pages (from-to)197-203
Number of pages7
JournalJournal of Inclusion Phenomena
Volume53
Issue number3
DOIs
StatePublished - Nov 1 2005
Externally publishedYes

Keywords

  • Assembly
  • Cyclodextrin
  • Dissociation
  • Kinetics
  • Pseudorotaxane

ASJC Scopus subject areas

  • Food Science
  • Chemistry(all)
  • Condensed Matter Physics

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