Chromogenic charge transfer cleft-type tetrahydrobenzoxanthene enantioselective receptors for dinitrobenzoylamino acids

J Org Chem. 2004 Oct 1;69(20):6883-5. doi: 10.1021/jo049113h.

Abstract

A combination of a benzoxanthene cleft-type receptor with an electron-rich aromatic ring capable of establishing charge-tranfer interactions provides enantioselective receptors for dinitrobenzoylamino acids. Racemic mixtures of the receptor can be resolved with TLCs impregnated with the guest. The structure of the complexes has been established in an X-ray study. Enantiomeric amino acids provide complexes with different colors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromogenic Compounds
  • Dinitrobenzenes / chemistry*
  • Models, Molecular
  • Receptors, Amino Acid / chemistry*
  • Stereoisomerism
  • Xanthenes / chemistry*

Substances

  • Chromogenic Compounds
  • Dinitrobenzenes
  • Receptors, Amino Acid
  • Xanthenes