Polyacrylic Acid Supported L-proline as an Effective Heterogeneous Catalyst for the Direct Asymmetric Aldol Reaction

被引:3
作者
Zhang, Cuizhi [1 ]
Fan, Yanchao [1 ]
Wang, Sijia [1 ]
Liu, Shaojie [1 ]
Chu, Xiaomeng [1 ]
Tang, Erjun [1 ]
机构
[1] Hebei Univ Sci & Technol, Coll Chem & Pharmaceut Engn, Shijiazhuang 050018, Peoples R China
关键词
Polyacrylic acid; L-proline; Direct asymmetric; Aldol reaction; Heterogeneous catalyst; Catalyst recycling; AMINO-ACID; P-NITROBENZALDEHYDE; ORGANOCATALYST; ACETONE; KETONES;
D O I
10.2174/1570179420666230330085329
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Introduction L-proline is an efficient chiral small-molecule organocatalyst for the direct asymmetric aldol reaction between unmodified acetone and a variety of aldehydes.Methods However, it is difficult to separate from the reaction medium for reuse. In this work, polyacrylic acid (PAA) supported The acylation reaction between L-hydroxyproline and PAA prepared l-proline (P(AA-co-PA)) catalysts with various catalyst loadings. Fourier characterized them transforms infrared spectroscopy, nuclear magnetic resonance spectrum, gel permeation chromatography and thermogravimetry analysis.Results These macromolecular catalysts were used to catalyze acetone and benzaldehydes' direct asymmetric aldol reaction. The influence of the catalyst structure on the catalytic performance was studied, and the reaction conditions were optimized.Conclusion The results showed that P(AA-co-PA) with 50 mol% catalyst loading had excellent catalytic performance, much higher than that of L-proline and L-hydroxyproline. Its recovery was achieved by simple filtration. After being reused 7 times, its catalytic performance was still higher than that of L-proline.
引用
收藏
页码:47 / 60
页数:14
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