Fluoride binding by an anionic receptor: tuning the acidity of amide NH groups for basic anion hydrogen bonding and recognition

Claudia Caltagirone, Riccardo Montis, Vito Lippolis, Andrea Bencini, Luca Conti, Claudia Giorgi, Peter Horton, Simon Coles, Lucy K Mapp, Philip A. Gale, Luca Fusaro

Research output: Contribution to journalArticle

Abstract

Here we report a family of bis-amide receptors for anion binding that contain carboxylic acid groups vicinal to the amide function. Deprotonation of the carboxylic acids decreases the acidity of amide NHs, switching on the anion binding ability of the deprotonated receptors with selectivity for fluoride complexation. The proposed systems represent a unique example of anionic receptors able to bind anions via H-bonding.
LanguageUndefined/Unknown
Pages-
JournalChem. commun.
DOIs
Publication statusPublished - 2019

Cite this

Caltagirone, Claudia ; Montis, Riccardo ; Lippolis, Vito ; Bencini, Andrea ; Conti, Luca ; Giorgi, Claudia ; Horton, Peter ; Coles, Simon ; Mapp, Lucy K ; Gale, Philip A. ; Fusaro, Luca. / Fluoride binding by an anionic receptor : tuning the acidity of amide NH groups for basic anion hydrogen bonding and recognition. In: Chem. commun. 2019 ; pp. -.
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abstract = "Here we report a family of bis-amide receptors for anion binding that contain carboxylic acid groups vicinal to the amide function. Deprotonation of the carboxylic acids decreases the acidity of amide NHs, switching on the anion binding ability of the deprotonated receptors with selectivity for fluoride complexation. The proposed systems represent a unique example of anionic receptors able to bind anions via H-bonding.",
author = "Claudia Caltagirone and Riccardo Montis and Vito Lippolis and Andrea Bencini and Luca Conti and Claudia Giorgi and Peter Horton and Simon Coles and Mapp, {Lucy K} and Gale, {Philip A.} and Luca Fusaro",
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Caltagirone, C, Montis, R, Lippolis, V, Bencini, A, Conti, L, Giorgi, C, Horton, P, Coles, S, Mapp, LK, Gale, PA & Fusaro, L 2019, 'Fluoride binding by an anionic receptor: tuning the acidity of amide NH groups for basic anion hydrogen bonding and recognition', Chem. commun., pp. -. https://doi.org/10.1039/C8CC09962F

Fluoride binding by an anionic receptor : tuning the acidity of amide NH groups for basic anion hydrogen bonding and recognition. / Caltagirone, Claudia; Montis, Riccardo; Lippolis, Vito; Bencini, Andrea; Conti, Luca; Giorgi, Claudia; Horton, Peter; Coles, Simon; Mapp, Lucy K; Gale, Philip A.; Fusaro, Luca.

In: Chem. commun., 2019, p. -.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Fluoride binding by an anionic receptor

T2 - Chem. Comm.

AU - Caltagirone, Claudia

AU - Montis, Riccardo

AU - Lippolis, Vito

AU - Bencini, Andrea

AU - Conti, Luca

AU - Giorgi, Claudia

AU - Horton, Peter

AU - Coles, Simon

AU - Mapp, Lucy K

AU - Gale, Philip A.

AU - Fusaro, Luca

PY - 2019

Y1 - 2019

N2 - Here we report a family of bis-amide receptors for anion binding that contain carboxylic acid groups vicinal to the amide function. Deprotonation of the carboxylic acids decreases the acidity of amide NHs, switching on the anion binding ability of the deprotonated receptors with selectivity for fluoride complexation. The proposed systems represent a unique example of anionic receptors able to bind anions via H-bonding.

AB - Here we report a family of bis-amide receptors for anion binding that contain carboxylic acid groups vicinal to the amide function. Deprotonation of the carboxylic acids decreases the acidity of amide NHs, switching on the anion binding ability of the deprotonated receptors with selectivity for fluoride complexation. The proposed systems represent a unique example of anionic receptors able to bind anions via H-bonding.

U2 - 10.1039/C8CC09962F

DO - 10.1039/C8CC09962F

M3 - Article

SP - -

JO - Chem. Comm.

JF - Chem. Comm.

SN - 1359-7345

ER -