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Water-soluble pentasulfonatocalix[5]arene: selective recognition of ditopic trimethylammonium cations by a triple non-covalent interaction
Authors:Giuseppe Arena  Carmelo Sgarlata
Institution:Dipartimento di Scienze Chimiche, Università degli Studi di Catania, Viale Andrea Doria 6, 95125 Catania, Italy
Abstract:The inclusion of tetramethylammonium and ditopic trimethylammonium cations by the water-soluble pentasulfonatocalix5]arene 1 has been studied at neutral pH by 1H NMR and compared with the homologous tetrasulfonatocalix4]arene 2. Unlike host 2, host 1 selectively binds the ditopic trimethylammonium ions by three different non-covalent interactions. Remarkably the flexible host 1 exhibits both more efficiency and selectivity in the complexation of ditopic methylammonium ions with respect to similar more preorganised calix4]arene receptors.
Keywords:Calixarenes  Molecular recognition  Methylammonium cations  Water-soluble receptors
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