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Großeheilmann J, Bandomir J, Kragl U. Preparation of Poly(ionic liquid)s-Supported Recyclable Organocatalysts for the Asymmetric Nitroaldol (Henry) Reaction. Chemistry. 2015;21(52):18957-60doi: 10.1002/chem.201504290.
Großeheilmann, J., Bandomir, J., & Kragl, U. (2015). Preparation of Poly(ionic liquid)s-Supported Recyclable Organocatalysts for the Asymmetric Nitroaldol (Henry) Reaction. Chemistry (Weinheim an der Bergstrasse, Germany), 21(52), 18957-60. https://doi.org/10.1002/chem.201504290
Großeheilmann, Julia, et al. "Preparation of Poly(ionic liquid)s-Supported Recyclable Organocatalysts for the Asymmetric Nitroaldol (Henry) Reaction." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 21,52 (2015): 18957-60. doi: https://doi.org/10.1002/chem.201504290
Großeheilmann J, Bandomir J, Kragl U. Preparation of Poly(ionic liquid)s-Supported Recyclable Organocatalysts for the Asymmetric Nitroaldol (Henry) Reaction. Chemistry. 2015 Dec 21;21(52):18957-60. doi: 10.1002/chem.201504290. Epub 2015 Nov 16. PMID: 26526874.
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Chemistry. 2015 Dec 21;21(52):18957-60. doi: 10.1002/chem.201504290. Epub 2015 Nov 16.

Preparation of Poly(ionic liquid)s-Supported Recyclable Organocatalysts for the Asymmetric Nitroaldol (Henry) Reaction.

Chemistry (Weinheim an der Bergstrasse, Germany)

Julia Großeheilmann, Jenny Bandomir, Udo Kragl

Affiliations

  1. Department of Chemistry, University of Rostock, Albert-Einstein-Straße 3a, 18059 Rostock (Germany).
  2. Department of Chemistry, University of Rostock, Albert-Einstein-Straße 3a, 18059 Rostock (Germany). [email protected].

PMID: 26526874 DOI: 10.1002/chem.201504290

Abstract

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.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: catalyst recycling; hydrogel; immobilization; organocatalysis; polymeric ionic liquids

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