Synthesis and anion recognition studies of novel 5,5-dioxidophenothiazine-1,9-diamides |
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Authors: | Attila Kormos Ildikó Móczár Attila Sveiczer Péter Baranyai László Párkányi Klára Tóth Péter Huszthy |
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Institution: | 1. Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary;2. Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, PO Box 91, H-1521 Budapest, Hungary;3. Department of Spectroscopy, Institute of Molecular Pharmacology, Research Centre for Natural Sciences, Hungarian Academy of Sciences, PO Box 17, H-1525 Budapest, Hungary;4. Department of Structural Chemistry, Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, PO Box 17, H-1525 Budapest, Hungary;5. Research Group for Technical Analytical Chemistry of the Hungarian Academy of Sciences, PO Box 91, H-1521 Budapest, Hungary;6. Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, PO Box 91, H-1521 Budapest, Hungary |
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Abstract: | Novel 5,5-dioxidophenothiazine-1,9-diacetamide and -dibenzamide receptor molecules were prepared starting from commercially available and relatively cheap chemicals. The anion recognition properties of these two diamides were investigated using UV–vis spectroscopy. Chloride formed a simple hydrogen-bonded complex with the diacetamide receptor, while fluoride, acetate and dihydrogen phosphate deprotonated both sensor molecules. Upon titration with fluoride deprotonation occurred via the formation of HF2]?, and in the case of the diacetamide receptor complexation took place alongside deprotonation. |
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Keywords: | Phenothiazine Anion recognition Deprotonation |
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