[Interaction of cucurbit[ n ]urils and quinoline or its derivatives]

Guang Pu Xue Yu Guang Pu Fen Xi. 2005 Aug;25(8):1281-5.
[Article in Chinese]

Abstract

The structures and fluorescence characteristics of cucurbit[n = 6-8]urils with quinoline, isoquinoline and 7-methyl quinoline have been investigated by fluorescence spectrophotometry. Compared to NMR techniques, thefluorometric analysis methodrevealed that there are not only obvious interactions of quinoline or its derivates and cucurbit[7]uril, but also interactions of quinoline or its derivates and cucurbit[6]uril or cucurbit[8]uril which can not be observed by using 1H NMR technique. The experimental results also revealed that quinoline, isoquinoline and 7-methyl quinoline were included by cucurbit[6-8]uril with different ratios. There could be three kinds of interactions of cucurbit[n]urils and the guests: (a) cavity interaction, including hydrophobic forces and Van der Waals contact forces between macrocycles and cages; (b) portals ion-dipole interaction, or electrostatic interaction of the positive charge of the guests and the carbonyl groups at the portals of cucurbit[n]uril; (c) size interaction which requires the size of the guest matching a cucurbit[n]uril.

MeSH terms

  • Bridged-Ring Compounds / chemistry*
  • Fluorescence
  • Imidazoles / chemistry*
  • Isoquinolines / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Molecular Structure
  • Quinolines / chemistry*
  • Spectrometry, Fluorescence

Substances

  • Bridged-Ring Compounds
  • Imidazoles
  • Isoquinolines
  • Quinolines
  • cucurbit(7)uril
  • cucurbit(8)uril
  • cucurbit(6)uril
  • quinoline
  • isoquinoline