Molecular recognition of dicarboxylate ions by bis-phenylureas derived from a new dicarboxylic acid

Kyu Sung Jeong, Woo Park Jong, Lag Cho Young

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

A new dicarboxylic acid 4 was synthesized from 1,5-dichloroanthraquinone (1) and modified to ditopic receptors for binding of diammonium and dicarboxylate salts by multiple hydrogen bonds. The cis and trans isomers of 4 were assigned by the relative binding affinities of the bis(crown ether) derivatives, 5a and 5b to alkyl diammonium dipicrates. The association constants (K(a)) between p-substituted bis-phenylureas and adipate vary from 5 x 102 to 2 x 104 M-1 in DMSO-d6, depending on substituents in the phenyl ring.

Original languageEnglish
Pages (from-to)2795-2798
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number16
DOIs
Publication statusPublished - 1996 Apr 15

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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