Complexation of a pentiptycene-based tweezer-like receptor with paraquat derivatives: ion-controlled binding and release of the guests

Org Lett. 2009 Oct 1;11(19):4446-9. doi: 10.1021/ol901805y.

Abstract

A new tweezer-like receptor containing a pentiptycene unit and a benzene ring linked by two crown ether chains has been synthesized. It could form stable complexes with paraquat derivatives with different functional groups in solution and in the solid state. It was found that the complexes dissociated upon two one-electron reduction of the bipyridinium ring. Moreover, binding and release of the guest molecules could also be easily controlled by the addition and removal of potassium ion.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemical synthesis*
  • Anthracenes / chemistry*
  • Binding Sites
  • Crown Ethers / chemistry
  • Crystallography, X-Ray
  • Ions / chemistry
  • Models, Molecular
  • Molecular Structure
  • Paraquat / analogs & derivatives
  • Paraquat / chemistry*
  • Stereoisomerism

Substances

  • Anthracenes
  • Crown Ethers
  • Ions
  • pentiptycene
  • Paraquat