A novel ditopic receptor and reversal of anion binding selectivity in the presence and absence of bound cation

Org Lett. 2003 Dec 25;5(26):4971-4. doi: 10.1021/ol035894h.

Abstract

A calix[4]arene-derived ditopic receptor 1 has been synthesized. In the absence of Na+, the receptor binds acetate in preference to diphenyl phosphate (as the tetrabutylammonium salts), but in the presence of Na+, the selectivity is reversed and the receptor, instead, binds diphenyl phosphate, and not acetate, which preferentially forms a salt ion-pair in free solution. [structure: see text]

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Calixarenes*
  • Cations / chemistry*
  • Phenols / chemistry*
  • Phosphates
  • Sodium / chemistry

Substances

  • Acetates
  • Cations
  • Phenols
  • Phosphates
  • calix(4)arene
  • Calixarenes
  • Sodium