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.
Original languageEnglish
Pages (from-to)2745-2748
Number of pages4
JournalChem. commun.
Volume55
Issue number19
Publication statusPublished - 1 Jan 2019

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Fluorides
Amides
Acidity
Anions
Hydrogen bonds
Negative ions
Tuning
Carboxylic Acids
Carboxylic acids
Deprotonation
Complexation

Cite this

Caltagirone, C., Montis, R., Lippolis, V., Bencini, A., Conti, L., Giorgi, C., ... 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., 55(19), 2745-2748.
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 ; Vol. 55, No. 19. pp. 2745-2748.
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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., vol. 55, no. 19, pp. 2745-2748.

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., Vol. 55, No. 19, 01.01.2019, p. 2745-2748.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Fluoride binding by an anionic receptor

T2 - tuning the acidity of amide NH groups for basic anion hydrogen bonding and recognition

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 - 2019/1/1

Y1 - 2019/1/1

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M3 - Article

VL - 55

SP - 2745

EP - 2748

JO - Chem. Comm.

JF - Chem. Comm.

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ER -

Caltagirone C, Montis R, Lippolis V, Bencini A, Conti L, Giorgi C et al. Fluoride binding by an anionic receptor: tuning the acidity of amide NH groups for basic anion hydrogen bonding and recognition. Chem. commun. 2019 Jan 1;55(19):2745-2748.