Synthesis and guest-binding study of polytopic multi(cyclophane) hosts

Osamu Hayashida, Yousuke Takaoka, Itaru Hamachi

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

Novel bis(cyclophanes) bearing glucosides and pentakis(cyclophanes) bearing glucosides were prepared as water-soluble hosts by connecting two or five macrocyclic skeletons, respectively. The guest-binding affinities of the present bis(cyclophanes) and pentakis(cyclophanes) toward a hydrophobic dye, 6-p-toluidinonaphthalene-2-sulfonate, were enhanced 13- and 1200-fold, respectively, relative to that by a corresponding monocyclic cyclophane, reflecting multivalency effects in macrocycles.

Original languageEnglish
Pages (from-to)6589-6592
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number38
DOIs
Publication statusPublished - 2005 Sep 19
Externally publishedYes

Keywords

  • Cluster effect
  • Complexation
  • Multivalency
  • Water-soluble cyclophane

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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