Syntheses of ligands containing two and three 2,2'-(bisamino)diphenyl ether units designed for molecular self-assembly on lithiation

Peter R. Ashton, Bernd Hörner, Oldrich Kocian, Stephan Menzer, Andrew J P White, J. Fraser Stoddart*, David J. Williams

*Corresponding author for this work

Research output: Contribution to journalArticle

13 Scopus citations

Abstract

The syntheses of polyamines containing two or three 2,2'-(bisamino)diphenyl ether units linked together, designed for self-assembly following lithiation, are reported. The X-ray crystal structures of two of the bis[2,2'-(bisamido)diphenyl ethers] are described. The ligand, which is linked by an ethylene glycol spacer, exhibits a coiled conformation constrained by intramolecular hydrogen bonds and supplemented by [CH-π] interactions. The ligand, which is linked by a more rigid bridge, containing a paraphenylene unit, displays a stretched conformation stabilised by intramolecular hydrogen bonds and intramolecular T-type aromatic-aromatic edge-to-face interactions.

Original languageEnglish (US)
Pages (from-to)930-940
Number of pages11
JournalSynthesis
Issue number8
DOIs
StatePublished - Jan 1 1996

Keywords

  • 2,2'-(bisamino)diphenyl ether
  • lithium amides
  • self-assembly

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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