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Binding of ion pairs in a thiourea-functionalized self-folding cavitand

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Abstract

We report the synthesis of a new synthetic cavitand receptor with an embedded thiourea moiety directed at effective molecular recognition of ion pairs. Initial prospects towards the use of cavitands in biomimetic carbocationic cyclizations have been carried out, employing ionic guests as stable surrogates for putative substrates and intermediates. The cavitand displays tight binding with tetramethylammonium salts, with unforeseen slow exchange kinetics of both cation and anion components.

Graphical abstract: Binding of ion pairs in a thiourea-functionalized self-folding cavitand

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Publication details

The article was received on 10 Mar 2017, accepted on 20 Mar 2017 and first published on 21 Mar 2017


Article type: Research Article
DOI: 10.1039/C7QO00191F
Citation: Org. Chem. Front., 2017, Advance Article
  • Open access: Creative Commons BY-NC license
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    Binding of ion pairs in a thiourea-functionalized self-folding cavitand

    A. Lledó and A. Soler, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00191F

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