The University of Southampton
University of Southampton Institutional Repository

Anion binding and transport properties of cyclic 2,6-bis(1,2,3-triazol-1-yl)pyridines

Anion binding and transport properties of cyclic 2,6-bis(1,2,3-triazol-1-yl)pyridines
Anion binding and transport properties of cyclic 2,6-bis(1,2,3-triazol-1-yl)pyridines
A series of cyclic 2,6-bis-(1,2,3-triazolyl)-pyridine anion receptors with thiourea functionalities were synthesized by click reaction of 2,6-diazidopyridine with protected propargylamine followed by condensation of a bisthiocyanate derivative with a series of diamines. Their chloride binding affinities as well as their transport properties in POPC bilayers were examined. These receptors were found to function as anion carriers, which can mediate both Cl?/NO3? antiport and H+/Cl? symport, and the transport activity of these hosts were dominated by their lipophilicity.
1477-0520
1654-1661
Merckx, Tamara
c11891fc-b099-4080-b7d3-4f316a5b5ee3
Haynes, Cally J.E.
c56ceaa2-ca95-4ef6-bcce-c5cb825c2ca0
Karagiannidis, Louise E.
625706f1-9870-43dd-9ee1-b981c60562b4
Clarke, Harriet J.
f5c240ce-625a-47b4-a835-8b7cb44681d2
Holder, Katie
05c38541-e767-4cbe-b693-fbb9fecbfe50
Kelly, Alexandra
a206bee7-56fb-4340-8ea4-daba9204af6d
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Verwilst, Peter
ae654e56-a080-4266-8815-dddc4cfa2425
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943
Dehaen, Wim
3628d7e3-178d-4bb0-8f9d-7a68c3c57701
Merckx, Tamara
c11891fc-b099-4080-b7d3-4f316a5b5ee3
Haynes, Cally J.E.
c56ceaa2-ca95-4ef6-bcce-c5cb825c2ca0
Karagiannidis, Louise E.
625706f1-9870-43dd-9ee1-b981c60562b4
Clarke, Harriet J.
f5c240ce-625a-47b4-a835-8b7cb44681d2
Holder, Katie
05c38541-e767-4cbe-b693-fbb9fecbfe50
Kelly, Alexandra
a206bee7-56fb-4340-8ea4-daba9204af6d
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Verwilst, Peter
ae654e56-a080-4266-8815-dddc4cfa2425
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943
Dehaen, Wim
3628d7e3-178d-4bb0-8f9d-7a68c3c57701

Merckx, Tamara, Haynes, Cally J.E., Karagiannidis, Louise E., Clarke, Harriet J., Holder, Katie, Kelly, Alexandra, Tizzard, Graham J., Coles, Simon J., Verwilst, Peter, Gale, Philip A. and Dehaen, Wim (2015) Anion binding and transport properties of cyclic 2,6-bis(1,2,3-triazol-1-yl)pyridines. Organic & Biomolecular Chemistry, 13 (6), 1654-1661. (doi:10.1039/c4ob02236j). (PMID:25435029)

Record type: Article

Abstract

A series of cyclic 2,6-bis-(1,2,3-triazolyl)-pyridine anion receptors with thiourea functionalities were synthesized by click reaction of 2,6-diazidopyridine with protected propargylamine followed by condensation of a bisthiocyanate derivative with a series of diamines. Their chloride binding affinities as well as their transport properties in POPC bilayers were examined. These receptors were found to function as anion carriers, which can mediate both Cl?/NO3? antiport and H+/Cl? symport, and the transport activity of these hosts were dominated by their lipophilicity.

Text
manuscript.doc - Accepted Manuscript
Download (2MB)
Text
c4ob02236j.pdf - Version of Record
Available under License Other.
Download (1MB)

More information

Accepted/In Press date: 17 November 2014
e-pub ahead of print date: December 2014
Published date: 27 January 2015
Additional Information: This article is part of themed collection Supramolecular Chemistry in Water
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 373804
URI: https://eprints.soton.ac.uk/id/eprint/373804
ISSN: 1477-0520
PURE UUID: 03942449-b8d9-4e9c-858c-de91e72565a0
ORCID for Graham J. Tizzard: ORCID iD orcid.org/0000-0002-1577-5779
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272
ORCID for Philip A. Gale: ORCID iD orcid.org/0000-0001-9751-4910

Catalogue record

Date deposited: 02 Feb 2015 12:53
Last modified: 20 Jul 2019 01:10

Export record

Altmetrics

Contributors

Author: Tamara Merckx
Author: Cally J.E. Haynes
Author: Louise E. Karagiannidis
Author: Harriet J. Clarke
Author: Katie Holder
Author: Alexandra Kelly
Author: Simon J. Coles ORCID iD
Author: Peter Verwilst
Author: Philip A. Gale ORCID iD
Author: Wim Dehaen

University divisions

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of https://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×