New Immobilized Catalytic Systems for Batch and Flow Applications

During the course of this thesis, a catalytic system for highly stereoselective aldol reactions in continuous operation has been developed based on polystyrene-­‐ supported proline. The applicability to different substrates and the suitability of the flow system for repeated reuse allowing the mediu...

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Detalles Bibliográficos
Autor: Henseler, Andrea H.
Tipo de recurso: tesis doctoral
Estado:Versión publicada
Fecha de publicación:2015
País:España
Institución:Universitat Rovira i virgili (URV)
Repositorio:Repositori Institucional de la Universitat Rovira i Virgili
OAI Identifier:oai:urv.cat:TDX:1943
Acceso en línea:https://hdl.handle.net/20.500.11797/TDX1943
http://hdl.handle.net/10803/289345
Access Level:acceso abierto
Palabra clave:547 - Química orgànica
543 - Química analítica
542 - Química pràctica de laboratori. Química preparativa i experimental
54 - Química
Descripción
Sumario:During the course of this thesis, a catalytic system for highly stereoselective aldol reactions in continuous operation has been developed based on polystyrene-­‐ supported proline. The applicability to different substrates and the suitability of the flow system for repeated reuse allowing the medium scale preparation of a series of aldol adducts under a single set of reaction conditions has been demonstrated. Furthermore, different polystyrene-­‐supported primary amino acids have been prepared and applied as catalysts for aldol and Mannich reactions. Out of the amino acid derivatives, immobilized threonine shows the best performance in both reactions. With this catalyst, a series Mannich reactions could be conducted under continuous flow conditions. In the presence of a highly recyclable polystyrene-­‐ supported pyrogallol derivative, the insertion of carbon dioxide into oxiranes under mild conditions was accomplished.