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Síntese e avaliação da atividade quelante de piridazinas, pirazoles e triazoles
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Abstract(s)
A procura de estratégias sintéticas mais ecológicas, “verdes” e amigas do ambiente na síntese de tetrahidropiridazinas, pirazoles e triazoles, assim como o estudo da respetiva atividade quelante para Cu(II) e Fe(II) constituíram os objetivos primordiais deste estudo.
Se na síntese de 1,2,3- triazoles a partir de amino-ésteres e azoalcenos foram encontradas condições que conduziram aos resultados pretendidos, na preparação dos outros dois tipos de compostos – tetrahidropiridazinas e bis(pirazolil)metanos as alternativas investigadas não conduziram a melhores resultados do que os meios convencionais que fazem a utilização de solventes orgânicos halogenados.
Em relação à atividade quelante de Cu(II) e Fe(II), os compostos MM2 e MM9 revelaram que poderão vir a ser promissores como base de trabalho para o desenvolvimento de novos compostos heterocíclicos de azoto e oxigénio com atividade quelante.
The main objectives of this thesis were the development of more ecological, greener and environmental friendly synthetic strategies for tetrahydropyridazine, pyrazoles and triazoles, as well as the study of their respective chelating activity for Cu(II) and Fe(II). While the synthesis of 1,2,3 – triazoles from amino-esters and azoalkenes was successful and lead to the expected results, for the preparation of the remaining compounds - tetrahydropyridazines and bis(pyrazolyl)methanes, the investigated alternatives did not produced results better than those using conventional methods resorting to halogenated organic solvents. Concerning the chelating activity, the compounds MM2 and MM9 revealed themselves as promising structural core for the development of new heterocyclic compounds of nitrogen and oxygen with chelating activity.
The main objectives of this thesis were the development of more ecological, greener and environmental friendly synthetic strategies for tetrahydropyridazine, pyrazoles and triazoles, as well as the study of their respective chelating activity for Cu(II) and Fe(II). While the synthesis of 1,2,3 – triazoles from amino-esters and azoalkenes was successful and lead to the expected results, for the preparation of the remaining compounds - tetrahydropyridazines and bis(pyrazolyl)methanes, the investigated alternatives did not produced results better than those using conventional methods resorting to halogenated organic solvents. Concerning the chelating activity, the compounds MM2 and MM9 revealed themselves as promising structural core for the development of new heterocyclic compounds of nitrogen and oxygen with chelating activity.
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Keywords
Química verde Tetrahidripiridazinas Pirazoles Triazoles Cu (II) e Fe(II) Atividade quelante.