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

Flávio Figueira; Andreia S F Farinha; Paulino V Muteto; Marcelo D Polêto; Hugo Verli; M Teresa S R Gomes; Augusto C Tomé; José A S Cavaleiro; João P C Tomé

doi:10.1039/c5cc08128a

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

Chem Commun (Camb). 2016 Feb 4;52(10):2181-4. doi: 10.1039/c5cc08128a.

Authors

Flávio Figueira¹, Andreia S F Farinha¹, Paulino V Muteto², Marcelo D Polêto³, Hugo Verli³, M Teresa S R Gomes², Augusto C Tomé¹, José A S Cavaleiro¹, João P C Tomé⁴

Affiliations

¹ QOPNA, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal. jtome@ua.pt.
² CESAM, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal.
³ Center of Biotechnology, Federal University of Rio Grande do Sul, Brazil.
⁴ QOPNA, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal. jtome@ua.pt and Department of Organic and Macromolecular Chemistry, Ghent University, B-9000 Gent, Belgium.

PMID: 26725320
DOI: 10.1039/c5cc08128a

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. (1)H NMR titrations and molecular dynamics simulations showed the main interactions between hosts and guests.

Publication types

Research Support, Non-U.S. Gov't