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

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

keywords

GROMOS FORCE-FIELD; EXPANDED PORPHYRINS; NEUTRAL LIGANDS; RECEPTORS; COMPLEXATION; AROMATICITY; MESO-HEXAKIS(PENTAFLUOROPHENYL); STOICHIOMETRY; HEXAPHYRINS; SELECTIVITY

subject category

Chemistry

authors

Figueira, F; Farinha, ASF; Muteto, PV; Poleto, MD; Verli, H; Gomes, MTSR; Tome, AC; Cavaleiro, JAS; Tome, JPC

our authors

foto Flávio Alberto da Silva Figueira

Flávio Alberto da Silva Figueira

Junior Researcher

Groups

G1 - Porous Materials and Nanosystems

Projects

Optical Sensors and Nanomaterials for Anion Recognition (PTDC/CTM/101538/2008)

acknowledgements

Thanks are due to FCT/MEC for the financial support to the QOPNA research unit (FCT UID/QUI/00062/2013) and CESAM associated lab (FCT UID/MAR/LA0017/2013) through national funds and where applicable co-financed by the FEDER, within the PT2020 Partnership Agreement, and also to the Portuguese NMR Network. We further wish to thank FCT for funding the R&D project PTDC/CTM/101538/2008. F. Figueira, P. Muteto and A. Farinha thank FCT for their doctoral (SFRH/BD/46788/2008 and SFRH/BD/51486/2011) and post-doctoral (SFRH/BPD/73060/2010) fellowships, respectively. H. Verli and M. D. Poleto thank the financial support of Capes, CNPq and FAPERGS.

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Publication Details

type
Journal Article
year
2016
journal
CHEMICAL COMMUNICATIONS
volume
52
publisher
ROYAL SOC CHEMISTRY
issn
1359-7345
issue
10
digital object identifier
10.1039/c5cc08128a
web of science article identifier
WOS:000369585800045

Journal Metrics (JCR 2019)

Journal Impact Factor
5.996
Journal Impact Factor (5 yrs)
5.818
category normalized journal percentile
81.073

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