Reações do tipo aza-wacker: surgimento, avanços e perspectivas
Data
2023-10-17
Tipo
Trabalho de conclusão de curso
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Resumo
As reações de aza-Wacker surgiram a partir do processo Wacker, que foi desenvolvido há aproximadamente 60 anos e representa um dos maiores exemplos de catálise homogênea em processos industriais. Esse processo envolve paládio (II) como catalisador para a oxidação do etileno para acetaldeído e utiliza cobre como co-catalisador para facilitar a oxidação aeróbica do Pd0. Desde então, a partir desse processo foram criados vários estudos utilizando paládio como catalisador e uma dessas linhas de estudos são as com reações de aza-Wacker, que são o foco desse trabalho. Essas reações de aza-Wacker são importantes ferramentas para diversos fins que necessitam da formação de heterocíclicos, entre eles temos a formação de produtos naturais. Essa heterociclização, pode até fornecer produtos de forma enantiosseletiva. Entre as diversas metodologias que envolvem reações de aza-Wacker temos, principalmente, a heterocilização a partir de olefinas, além do uso de sais de paládio, temos a utilização de ligantes para favorecerem a enantiosseletividade e diversos outros reagentes que variam em cada método. A partir dessas descobertas foram feitos vários avanços importantes sobre esse tipo de reação, por isso, esse estudo tem como finalidade reunir os diversos tipos e formas das reações de aza-Wacker, assim também como seu surgimento, avanços e perspectivas.
Aza-Wacker reactions were created from the Wacker process, which was developed approximately 60 years ago and represents one of the greatest examples of homogeneous catalysis in industrial processes. This process involves palladium (II) as a catalyst for the oxidation of ethylene to acetaldehyde and uses copper as a co-catalyst to facilitate the aerobic oxidation of Pd0. Since then, several studies using palladium as a catalyst have been created based on this process, Some of these studies contain aza-Wacker reactions, which are the focus of this work. These aza-Wacker reactions are important tools for various purposes that require heterocyclic formation, including the formation of natural products. This heterocyclization can even provide products enantioselectively. Among the various methodologies that involve aza-Wacker reactions, we mainly have heterocylization from olefins, in addition to the use of palladium salts, ligands to favor enantioselectivity and several other reagents that vary in each method. Based on these discoveries, several remarkable advances were made in this type of reaction. Therefore, this study aims to bring together the different types and forms of aza-Wacker reactions, as well as their emergence, advances and perspectives.
Aza-Wacker reactions were created from the Wacker process, which was developed approximately 60 years ago and represents one of the greatest examples of homogeneous catalysis in industrial processes. This process involves palladium (II) as a catalyst for the oxidation of ethylene to acetaldehyde and uses copper as a co-catalyst to facilitate the aerobic oxidation of Pd0. Since then, several studies using palladium as a catalyst have been created based on this process, Some of these studies contain aza-Wacker reactions, which are the focus of this work. These aza-Wacker reactions are important tools for various purposes that require heterocyclic formation, including the formation of natural products. This heterocyclization can even provide products enantioselectively. Among the various methodologies that involve aza-Wacker reactions, we mainly have heterocylization from olefins, in addition to the use of palladium salts, ligands to favor enantioselectivity and several other reagents that vary in each method. Based on these discoveries, several remarkable advances were made in this type of reaction. Therefore, this study aims to bring together the different types and forms of aza-Wacker reactions, as well as their emergence, advances and perspectives.
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Citação
MILANEZ COELHO, João Víctor. Reações do tipo aza-wacker: surgimento, avanços e perspectivas. 2023. 62 f. Trabalho de conclusão de curso (Bacharel em Química) - Instituto de Ciências Ambientais, Químicas e Farmacêuticas, Universidade Federal de São Paulo, Diadema, 2023.