A folding decalin tetra-urea for transmembrane anion transport

Hennie Valkenier, Christopher M. Dias, Craig P. Butts, Anthony P. Davis

Research output: Contribution to journalArticle (Academic Journal)

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Abstract

A new approach to anionophore design combines a trans-decalin scaffold with flexible o-phenylene bis-urea side-arms. The scaffold preorganises the side-arms, which can fold to encompass anionic substrates. A prototype has been synthesised by coupling an o-aminophenyl urea to a decalin bis-isocyanate, and has been shown to be active for anion binding and transport. Modelling and NMR studies show that the unbound receptor is capable of intramolecular hydrogen bonding but can reorganise to form up to eight hydrogen bonds to a chloride anion.
Original languageEnglish
Pages (from-to)4955-4962
Number of pages8
JournalTetrahedron
Volume73
Issue number33
Early online date2 May 2017
DOIs
Publication statusPublished - 17 Aug 2017

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Structured keywords

  • BCS and TECS CDTs

Keywords

  • Supramolecular chemistry
  • Anion binding
  • Anion transport
  • Host-guest systems
  • Urea
  • Foldamer

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