Self-assembly of L-proline functional thermoresponsive double hydrophlic block copolymers for aldol reaction in water: the influence of POEGA block content

被引：0
作者：
Kuan Liu
Weiwei Xu
Qinya Wang
Yu Tang
Weibing Sheng
Yinghua Shen
Lijuan Shi
机构：
[1] Taiyuan University of Technology,College of Chemistry and Chemical Engineering
[2] Taiyuan University of Technology,Key Laboratory of Coal Science and Technology of Ministry of Education and Shanxi Province
来源：
Colloid and Polymer Science | 2018年 / 296卷
关键词：
Double hydrophlic block copolymers; POEGA block content; Thermoresponsive self-assembly; Aldol reaction;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
The self-assembly of L-proline functional thermoresponsive double hydrophlic block copolymers (DHBCs) can effectively catalyze aldol reaction in water. Considering the block content of copolymers influences the assemblies and catalytic activities, thermoresponsive DHBCs supported L-proline P(NIPAm-co-ProlA)-b-POEGA with different POEGA block content were prepared by reversible addition fragmentation chain transfer (RAFT) polymerization. The therm-triggered self-assemblies were investigated by dynamic light scattering (DLS) and transmission electron microscopy (TEM). Then, the resultant assemblies were used as catalysts for the aldol reaction with cyclohexanone and 4-nitrobenzaldehyde as substrates. The results indicated that P(NIPAm-co-ProlA)-b-POEGA with ca. 18 mol% of POEGA can form stable catalytic system, which maintained high selectivity and productivity of product, accompanied with satisfactory reusability.
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页码：1109 / 1117
页数：8
相关论文
共 174 条
[1]  
List B(2000)Proline-catalyzed direct asymmetric aldol reactions J Am Chem Soc 122 2395-2396
[2]  
Lerner RA(2000)Catalytic asymmetric synthesis ofanti-1,2-diols J Am Chem Soc 122 7386-7387
[3]  
Barbas CF(2001)The application of L-proline as an enzyme mimic and further new asymmetric syntheses using small organic molecules as chiral catalysts Angew Chem Int Ed 40 529-532
[4]  
Notz W(2002)Stereoselective organic reactions in water Chem Rev 102 2751-2772
[5]  
List B(2002)Amino acids and peptides as asymmetric organocatalysts Tetrahedron 58 2481-2495
[6]  
Gröger H(2003)Novel small organic molecules for a highly enantioselective direct aldol reaction J Am Chem Soc 125 5262-5263
[7]  
Wilken J(2006)Combined proline–surfactant organocatalyst for the highly diastereo- and enantioselective aqueous direct cross-aldol reaction of aldehydes Angew Chem Int Ed 118 5653-5655
[8]  
Lindström UM(2007)Asymmetric enamine catalysis Chem Rev 107 5471-5569
[9]  
Jarvo ER(2002)Asymmetric direct aldol reaction assisted by water and a proline-derived tetrazole catalyst Chem Commun 24 3024-3025
[10]  
Miller SJ(2003)Toward an artificial aldolase Chem Commun 9 1090-1091
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