Issue 10, 2016
From the journal:

Chemical Communications

[28]Hexaphyrin derivatives for anion recognition in organic and aqueous media†

Flávio Figueira,a   Andreia S. F. Farinha,a   Paulino V. Muteto,b   Marcelo D. Polêto,c   Hugo Verli,c   M. Teresa S. R. Gomes,b   Augusto C. Tomé,a   José A. S. Cavaleiroa  and  João P. C. Tomé*ad  

* Corresponding authors

a QOPNA, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal
E-mail: jtome@ua.pt

b CESAM, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal

c Center of Biotechnology, Federal University of Rio Grande do Sul, Brazil

d Department of Organic and Macromolecular Chemistry, Ghent University, B-9000 Gent, Belgium

Abstract

Hexaphyrin-based anion chemosensors are reported for the first time. The meso-hexakis(ethylenediamine)-substituted [28]hexaphyrins 2 and 3 revealed strong affinity for F−, AcO− and H2PO4−. Adsorption constants in aqueous media were determined on a gold piezoelectric crystal coated with 2 and 3. 1H NMR titrations and molecular dynamics simulations showed the main interactions between hosts and guests.

Graphical abstract: [28]Hexaphyrin derivatives for anion recognition in organic and aqueous media

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Article information

DOI
https://doi.org/10.1039/C5CC08128A
Article type
Communication
Submitted
29 Sep 2015
Accepted
11 Dec 2015
First published
11 Dec 2015

Chem. Commun., 2016,52, 2181-2184

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[28]Hexaphyrin derivatives for anion recognition in organic and aqueous media

F. Figueira, A. S. F. Farinha, P. V. Muteto, M. D. Polêto, H. Verli, M. T. S. R. Gomes, A. C. Tomé, J. A. S. Cavaleiro and J. P. C. Tomé, Chem. Commun., 2016, 52, 2181 DOI: 10.1039/C5CC08128A

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