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A folding decalin tetra-urea for transmembrane anion transport

Research output: Contribution to journalArticle

Original languageEnglish
Pages (from-to)4955-4962
Number of pages8
JournalTetrahedron Letters
Volume73
Journal issue33
Early online date2 May 2017
DOIs
StatePublished - 17 Aug 2017

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.

    Research areas

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

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Documents

  • Full-text PDF (accepted author manuscript)

    Rights statement: This is the author accepted manuscript (AAM). The final published version (version of record) is available online via Elsevier at http://www.sciencedirect.com/science/article/pii/S0040402017304659. Please refer to any applicable terms of use of the publisher.

    Accepted author manuscript, 961 KB, PDF-document

    Embargo ends: 2/05/18

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    License: CC BY-NC-ND

  • Supplementary information PDF

    Rights statement: This is the author accepted manuscript (AAM). The final published version (version of record) is available online via Elsevier at http://www.sciencedirect.com/science/article/pii/S0040402017304659. Please refer to any applicable terms of use of the publisher.

    Accepted author manuscript, 1 MB, PDF-document

    Embargo ends: 2/05/18

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    License: CC BY-NC-ND

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