Rotaxanes Capped with Host Molecules: Supramolecular Behavior of Adamantylated Bisimidazolium Salts Containing a Biphenyl Centerpiece

Chemistry. 2015 Aug 10;21(33):11712-8. doi: 10.1002/chem.201501353. Epub 2015 Jul 3.

Abstract

Bisimidazolium salts with one central biphenyl binding site and two terminal adamantyl binding sites form water-soluble binary or ternary aggregates with cucurbit[7]uril (CB7) and β-cyclodextrin (β-CD) with rotaxane and pseudorotaxane architectures. The observed arrangements result from cooperation of the supramolecular stopper binding strength and steric barriers against free slippage of the CB7 and β-CD host molecules over the bisimidazolium guest axle.

Keywords: cucurbituril; cyclodextrins; host-guest systems; rotaxanes; supramolecular chemistry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adamantane / analogs & derivatives
  • Adamantane / chemistry*
  • Binding Sites
  • Biphenyl Compounds / chemistry*
  • Imidazoles / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Rotaxanes / chemistry*
  • Salts / chemistry*
  • beta-Cyclodextrins / chemistry*

Substances

  • Biphenyl Compounds
  • Imidazoles
  • Rotaxanes
  • Salts
  • beta-Cyclodextrins
  • betadex
  • Adamantane