The selective recognition of caffeine in water among structurally related xanthines and purine or pyrimidine bases was achieved by a simple tweezer-shaped receptor featuring sulfonate hydrosolubilizing groups. The remarkable affinity for caffeine, among the highest reported thus far in the literature and larger than that shown by adenosine receptors of all subtypes, stems from a synergistic combination of hydrogen bonding, CH−π, and π-stacking interactions.

A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water / Francesconi O.; Ienco A.; Papi F.; Dolce M.; Catastini A.; Nativi C.; Roelens S.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - ELETTRONICO. - 87:(2022), pp. 2662-2667. [10.1021/acs.joc.1c02620]

A Sulfonated Tweezer-Shaped Receptor Selectively Recognizes Caffeine in Water

Francesconi O.
;
Nativi C.;Roelens S.
2022

Abstract

The selective recognition of caffeine in water among structurally related xanthines and purine or pyrimidine bases was achieved by a simple tweezer-shaped receptor featuring sulfonate hydrosolubilizing groups. The remarkable affinity for caffeine, among the highest reported thus far in the literature and larger than that shown by adenosine receptors of all subtypes, stems from a synergistic combination of hydrogen bonding, CH−π, and π-stacking interactions.
87
2662
2667
Francesconi O.; Ienco A.; Papi F.; Dolce M.; Catastini A.; Nativi C.; Roelens S.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2158/1258912
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