(+)-syn-Benzotriborneol an enantiopure C3-symmetric receptor for water

Org Biomol Chem. 2012 Mar 28;10(12):2464-9. doi: 10.1039/c2ob06774a. Epub 2012 Feb 20.

Abstract

(+)-syn-Benzotriborneol forms stable complexes with one molecule of water. This is due to the ability of the host to form three hydrogen bonds with water, to act simultaneously as a hydrogen-bond acceptor and donor, and to a perfect geometrical match between the pair. We report experimental (X-ray and neutron diffraction, VT NMR, DSC, TGA) and stereochemical studies carried out to elucidate and quantify the molecular and thermodynamic aspects of this supramolecular complex.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Camphanes / chemical synthesis*
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Structure
  • Oxygen / chemistry
  • Solutions
  • Stereoisomerism
  • Thermodynamics
  • Water / chemistry*

Substances

  • Camphanes
  • Solutions
  • Water
  • Oxygen