SBA-15 supported L-prolinamide as a heterogeneous enantioselective catalyst in aldol reaction between ketone and aldehyde
Date Issued
2014
Date
2014
Author(s)
Cheng, Shun-Chu
Abstract
A series of SBA-15 materials with different legnths of linker immobilized L-prolinamide catalysts were prepared by thiol-ene reaction. The materials were characterized with XRD, N2 sorption isotherm, IR spectroscopy and solid-state NMR techniques. These catalysts with chiral centers could be reused by simple filtration to separate from the products.
The SBA-15 anchored L-prolinamide could catalyze asymmetric Aldol reaction between cyclohexanone with 4-nitrobenzaldehyde under mild condition. Factors which might affect the catalytic performance including the type of solvents, the amount of water as solvent, the amount of catalysts, the linker length between L-prolinamide and SBA-15, the reaction time and temperature. The results showed that higher enentioselectivity could be reached over the catalysts with longer linker. The catalyst containing octyl chain between SBA-15 and L-prolinamide gave 66% of conversion, and greater than 99% of enantioselectivity. The conversion could be increased to 76% and the the enantioselectivity was still unchanged when the reaction was prolonged from 24 h to 48 h. These catalysts could be reused at least three times retaining the same activities.
Subjects
SBA-15
介孔
脯氨酰胺
aldol 反應
Type
thesis
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