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Preparation of Poly(ionic liquid)s‐Supported Recyclable Organocatalysts for the Asymmetric Nitroaldol (Henry) Reaction
Author(s) -
Großeheilmann Julia,
Bandomir Jenny,
Kragl Udo
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504290
Subject(s) - nitroaldol reaction , ionic liquid , catalysis , leaching (pedology) , solvent , chemistry , organic chemistry , polymerization , polymer chemistry , chemical engineering , enantioselective synthesis , polymer , environmental science , soil science , engineering , soil water
A novel strategy for the embedding of quinine‐based organocatalysts in polymerized ionic liquids‐based hydrogels is presented. With this technique, the encapsulated organocatalyst was successfully recovered and reused for four cycles without any loss of enantioselectivity (up to 91 % ee ) for the asymmetric nitroaldol (Henry) reaction. In this study, high catalyst leaching was significantly reduced (<0.01 %) by controlling the water content. After catalyst removal, evaporation of the solvent affords the product in 98 % purity without any further purification.