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Facile Synthesis of Bis(crown ether)benzils: Prospective Building Blocks for Metal Ion Sensors
Authors:Leonid Kikot  Alexander Lyapunov  Tatiana Bogaschenko  Sergey Smola  Catherine Kulygina
Affiliation:1. Department of Fine Organic Synthesis, A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Odessa, Ukraine;2. Department of Chemistry of Lanthanides, A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Odessa, Ukraine
Abstract:A new facile synthetic route to benzils containing fragments of 12-crown-4, 15-crown-5, and 18-crown-6 by oxidation of corresponding stilbenes was developed. The first representative of a new family of fluorescent sensors was obtained by reaction of bis(15-crown-5)benzil with o-phenylenediamine. The latter exhibits great fluorescence enhancement upon association with K+ and Rb+ compared to Na+ and Cs+.
Keywords:Benzil  chemosensor  crown compounds  host–guest systems  stilbene  supramolecular chemistry
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