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

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

We thank MINECO – Spanish Government (“Ramón y Cajal” grant to A. L. RYC2012-11112, CTQ2014-54306-P, and CTQ2014-61629-EXP), Generalitat de Catalunya, 2014SGR931, and Universitat de Girona (MPCUdG2016/096) for financial support

Organic chemistry frontiers : an international journal of organic chemistry, 2017, vol. 4, núm. 7, p. 1244-1249

Royal Society of Chemistry

Author: Lledó Ponsati, Agustí
Soler Casaponsa, Anna
Date: 2017 March 21
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
We thank MINECO – Spanish Government (“Ramón y Cajal” grant to A. L. RYC2012-11112, CTQ2014-54306-P, and CTQ2014-61629-EXP), Generalitat de Catalunya, 2014SGR931, and Universitat de Girona (MPCUdG2016/096) for financial support
Format: application/pdf
ISSN: 2052-4110 (versió paper)
2052-4129 (versió electrònica)
Document access: http://hdl.handle.net/10256/13796
Language: eng
Publisher: Royal Society of Chemistry
Collection: MINECO/PE 2015-2017/CTQ2014-54306-P
MINECO/PE 2015-2017/CTQ2014-61629-EXP
Reproducció digital del document publicat a: http://dx.doi.org/10.1039/C7QO00191F
Articles publicats (D-Q)
Is part of: Organic chemistry frontiers : an international journal of organic chemistry, 2017, vol. 4, núm. 7, p. 1244-1249
Rights: Attribution-NonCommercial 3.0 Spain
Rights URI: http://creativecommons.org/licenses/by-nc/3.0/es/
Subject: Compostos orgànics -- Síntesi
Organic compounds -- Synthesis
Química orgànica
Chemistry, Organic
Title: Binding of ion pairs in a thiourea-functionalized self-folding cavitand
Type: info:eu-repo/semantics/article
Repository: DUGiDocs

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