Fluorescent asymmetric bis-ureas for pyrophosphate recognition in pure water

Three fluorescent asymmetric bis-urea receptors ( L1-L3 ) have been synthesised. The binding properties of L1-L3 towards different anions (fluoride, acetate, hydrogencarbonate, dihydrogen phosphate, and hydrogen pyrophosphate HPpi 3− ) have been studied by means of 1 H-NMR, UV-Vis and fluorescence s...

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2016-02, Vol.45 (7), p.378-385
Main Authors: Casula, Arianna, Bazzicalupi, Carla, Bettoschi, Alexandre, Cadoni, Enzo, Coles, Simon J, Horton, Peter N, Isaia, Francesco, Lippolis, Vito, Mapp, Lucy K, Marini, Giada M, Montis, Riccardo, Scorciapino, Mariano Andrea, Caltagirone, Claudia
Format: Article
Language:English
Subjects:
Acetates
Anions
Asymmetry
Binding
Diphosphates - analysis
Fluorescence
Fluorescent Dyes - chemical synthesis
Fluorescent Dyes - chemistry
Hydrogen
Magnetic Resonance Spectroscopy
Molecular Structure
Phosphates
Recognition
Spectrometry, Fluorescence
Urea - chemistry
Water - chemistry
X-Ray Diffraction
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Summary:Three fluorescent asymmetric bis-urea receptors ( L1-L3 ) have been synthesised. The binding properties of L1-L3 towards different anions (fluoride, acetate, hydrogencarbonate, dihydrogen phosphate, and hydrogen pyrophosphate HPpi 3− ) have been studied by means of 1 H-NMR, UV-Vis and fluorescence spectroscopy, single crystal X-ray diffraction, and theoretical calculations. In particular, a remarkable affinity for HPpi 3− has been observed in the case L1 (DMSO- d 6 /0.5% H 2 O) which also acts as a fluorimetric chemosensor for this anion. Interestingly, when L1 is included in cetyltrimethylammonium (CTAB) micelles, hydrogen pyrophosphate recognition can also be achieved in pure water. Fluorescent asymmetric bis-ureas are able to recognize HPpi 3− in water.
ISSN:1477-9226
1477-9234
DOI:10.1039/c5dt04497a