Recognition of guests by water-stabilized cavitand hosts

Org Lett. 2008 Sep 4;10(17):3669-71. doi: 10.1021/ol801228b. Epub 2008 Jul 26.

Abstract

Water stabilized, deep cavitands with three walls and an open side are shown to be receptors for amines and ammonium cations bearing bulky aliphatic groups. The missing wall allows the binding of guests not accommodated by the four-walled counterparts.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adamantane / analogs & derivatives
  • Adamantane / chemistry
  • Calixarenes / chemical synthesis
  • Calixarenes / chemistry*
  • Ethers, Cyclic / chemical synthesis
  • Ethers, Cyclic / chemistry*
  • Magnetic Resonance Spectroscopy / methods
  • Models, Molecular
  • Molecular Conformation
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemical synthesis
  • Phenylalanine / chemistry
  • Quaternary Ammonium Compounds / chemistry
  • Resorcinols / chemical synthesis
  • Resorcinols / chemistry*
  • Water / chemistry*

Substances

  • Ethers, Cyclic
  • Quaternary Ammonium Compounds
  • Resorcinols
  • cavitand
  • resorcinarene
  • Water
  • Calixarenes
  • Phenylalanine
  • Adamantane