One-pot synthesis and structural elucidation of polyfunctionalized quinoxalines and their use as chromogenic chemosensors for ionic species
| Autor: | Miguel A. F. de Souza, Alexandra Lindner, Renata Mendonça Araújo, Fabrício G. Menezes, Mireia M. Azevedo, Vanderlei G. Machado, Gutto Raffyson Silva de Freitas, Erivaldo P. da Costa, Lívia N. Cavalcanti, Lilian C. da Silva |
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| Rok vydání: | 2019 |
| Předmět: |
Aqueous solution
010405 organic chemistry Chromogenic Organic Chemistry One-pot synthesis Ionic bonding Infrared spectroscopy 010402 general chemistry Ascorbic acid 01 natural sciences Combinatorial chemistry 0104 chemical sciences Analytical Chemistry Inorganic Chemistry chemistry.chemical_compound Quinoxaline chemistry Molecule Spectroscopy |
| Zdroj: | Journal of Molecular Structure. 1195:936-943 |
| ISSN: | 0022-2860 |
| Popis: | The one-pot synthesis of nine novel polyfunctionalized quinoxaline derivatives starting from l -ascorbic acid is described. Reaction products were obtained in moderate to good yields (65–84%) for an interesting scope of aldehydes after four synthetic transformations. Structural characterization of the molecules was performed by combined NMR (1H, 13C, DEPT-135 COSY and HSQC) techniques, infrared spectroscopy and theoretical calculations. Two selected target-compounds were evaluated as chromogenic chemosensors for ionic species in solution. One of the compounds was effective in the selective detection of Cu2+ in methanol-water 4:1 v/v solution. The other compound was applied as a chemosensor for F− in DMSO and aqueous DMSO solution. Binding mechanisms were proposed based on spectroscopic and theoretical data. |
| Databáze: | OpenAIRE |
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