Síntese e reatividade de derivados de quinoxalina visando aplicações como quimiossensores e estudo cinético por análise de imagens
Synthesis of heterocyclic compounds, as quinoxaline derivatives, has being shown to be relevant and promissor due to expressive applications in biological and technological areas. This work was dedicated to the synthesis, characterization and reactivity of quinoxaline derivatives in order to obta...
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| Formato: | Dissertação |
| Idioma: | por |
| Publicado em: |
Universidade Federal do Rio Grande do Norte
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| Endereço do item: | https://repositorio.ufrn.br/jspui/handle/123456789/20286 |
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| Resumo: | Synthesis of heterocyclic compounds, as quinoxaline derivatives, has being shown to be
relevant and promissor due to expressive applications in biological and technological areas.
This work was dedicated to the synthesis, characterization and reactivity of quinoxaline
derivatives in order to obtain new chemosensors. (L)-Ascorbic acid (1) and 2,3-dichloro-6,7-
dinitroquinoxalina (2) were explored as synthetic precursors. Starting from synthesis of 1 and
characterization of compounds derived from (L)-ascorbic acid, studies were performed
investigating the application of products as chemosensors, in which compound 36 demonstrated
selective affinity for Cu2+ íons in methanolic solution, by naked-eye (colorimetric) and UVvisible
analyses. Further, initial analysis suggests that 39 a Schiff’s base derived from 36 also
presents this feature. Five quinoxaline derivatives were synthesized from building block 2
through nucleophilic aromatic substitution by aliphatic amines, in which controlling the
experimental conditions allows to obtain both mono- and di-substituted derivatives. Reactivity
studies were carried out with two purposes: i) investigate the possibility of 47 compound being
a chemosensor for anion, based on its interaction with sodium hydroxide in DMSO, using image
analysis and UV-visible spectroscopy; ii) characterize kinetically the conversion of compound
44 into 46 based on RGB and multivariate image analysis from TLC data, as a simple and
inexpensive qualitative and quantitative tool. |
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