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Silica gel-immobilized multidisciplinary materials applicable in stereoselective organocatalysis and HPLC separation

In this pilot study, we present novel bifunctional silica gel-immobilized materials applicable as heterogeneous organocatalysts and stationary phases in HPLC. The materials provided high stereoselectivity in both batch and continuous flow catalysis of a model Michael addition (cyclohexanone to (E)-β...

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Detalles Bibliográficos
Autores principales: Tůma, J., Kohout, M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9076945/
https://www.ncbi.nlm.nih.gov/pubmed/35540900
http://dx.doi.org/10.1039/c7ra12658a
Descripción
Sumario:In this pilot study, we present novel bifunctional silica gel-immobilized materials applicable as heterogeneous organocatalysts and stationary phases in HPLC. The materials provided high stereoselectivity in both batch and continuous flow catalysis of a model Michael addition (cyclohexanone to (E)-β-nitrostyrene). In the batch reaction, the catalysts proved their sustainable catalytic activity over five consecutive recycling experiments. Under continuous flow reaction conditions, the catalytic activity was found to be superior to the batch reaction, and moreover, the same immobilized materials were utilized as stationary phases in HPLC showing very good chemoselective separation of model acidic analytes.