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

A. Lledó; A. Soler

doi:10.1039/c7qo00191f

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

A. Lledó
, A. Soler

University of Girona

Research output: Contribution to journal › Scientific article › peer-review

9 Citations (Scopus)

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.

Original language	English
Pages (from-to)	1244-1249
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	4
Issue number	7
DOIs	https://doi.org/10.1039/c7qo00191f
Publication status	Published - Jul 2017

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title = "Binding of ion pairs in a thiourea-functionalized self-folding cavitand",

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.",

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AU - Lledó, A.

AU - Soler, A.

N1 - Publisher Copyright: This journal is © the Partner Organisations.

PY - 2017/7

Y1 - 2017/7

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85021728945

U2 - 10.1039/c7qo00191f

DO - 10.1039/c7qo00191f

M3 - Scientific article

AN - SCOPUS:85021728945

SN - 2052-4110

VL - 4

SP - 1244

EP - 1249

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 7

ER -

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

Abstract

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