Supramolecular Interactions Based on Ionic Liquids for Tuning of the Catalytic Efficiency of (L)-Proline
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Other documents of the author: Porcar Garcia, Raul; Burguete, M. Isabel; Lozano, Pedro; Garcia-Verdugo, Eduardo; Luis, Santiago V.
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http://dx.doi.org/10.1021/acssuschemeng.6b01394 |
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Title
Supramolecular Interactions Based on Ionic Liquids for Tuning of the Catalytic Efficiency of (L)-ProlineAuthor (s)
Date
2016-09Publisher
American Chemical SocietyBibliographic citation
PORCAR, Raul, et al. Supramolecular interactions based on ionic liquids for tuning of the catalytic efficiency of (L)-proline. ACS Sustainable Chemistry & Engineering, 2016, vol. 4, no 11, p. 6062-6071.Type
info:eu-repo/semantics/articlePublisher version
http://pubs.acs.org/doi/abs/10.1021/acssuschemeng.6b01394Subject
Abstract
Noncovalent intermolecular interactions between (l)-proline and ionic liquids (ILs) are key to explain the different catalytic efficiencies observed for this organocatalyst in the aldol reaction carried out in ILs or ... [+]
Noncovalent intermolecular interactions between (l)-proline and ionic liquids (ILs) are key to explain the different catalytic efficiencies observed for this organocatalyst in the aldol reaction carried out in ILs or in the presence of ILs as cosolvents. The catalytic behavior of (l)-proline has been studied in reaction media containing nonchiral (e.g., [Bmim][Cl]) and chiral (e.g., [(R,R)-trans-Cy6-OAc-Im-Bu][Cl]) ILs using the synthesis of 4-hydroxy-4-(4-nitrophenyl)butan-2-one via the aldol reaction between p-nitrobenzaldehyde and acetone as a model reaction. The high degree of supramolecular organization induced by the presence of the ILs or chiral ILs (CILs) can contribute not only to enhance the activity, but also, in some cases, to tune the asymmetric induction. [-]
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