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Chirally Functionalized Hollow Nanospheres Containing L-Prolinamide: Synthesis and Asymmetric Catalysis
Gao, Jinsuo; Liu, Jian; Tang, Jianting; Jiang, Dongmei; Li, Bo; Yang, Qihua; Yang QH(杨启华)
关键词Aldol Reaction Heterogeneous Catalysis Nanostructures Organocatalysis Prolinamide
刊名CHEMISTRY-A EUROPEAN JOURNAL
2010
DOI10.1002/chem.201000161
16期:26页:7852-7858
收录类别SCI
文章类型Article
部门归属5
项目归属506
产权排名1;1
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Multidisciplinary
研究领域[WOS]Chemistry
关键词[WOS]PERIODIC MESOPOROUS ORGANOSILICA ; SULFONIC-ACID FUNCTIONALIZATION ; DIRECT ALDOL REACTIONS ; STEREOSELECTIVE CATALYSTS ; RECYCLABLE ORGANOCATALYST ; MCM-41-TYPE SILICA ; COMBINED ALKYL ; SPHERES ; WATER ; POLYSTYRENE
英文摘要Chirally functionalized hollow nanospheres with different surface properties were successfully synthesized by co-condensation of (2S,1'R,2'R)-N-tert-butyloxycarbonylpyrrolidine-2-carboxylic acid [2'-(4-trimethoxysilylbenzylamide)cyclohexyl] amide with 1,2-bis(trimethoxysilyl)ethane or tetramethoxysilane using F127 (EO(106)PO(70)EO(106)) as surfactant in water. The TEM and N(2) sorption characterizations show that the particle size of the hollow nanosphere is 15-21 nm with a core diameter of 10-16 nm. These L-prolinamide-functionalized hollow nanospheres are highly efficient solid catalysts for the direct asymmetric aldol reaction between cyclohexanone and aromatic aldehydes. It was found that the addition of water in the reaction system not only enhanced the catalytic activity but also increased the enantioselectivity, which is probably due to the enhanced hydrogen bond between the amide oxygen atom and the hydroxyl group of water. Moreover, the catalytic activity increases sharply as the surface hydrophobicity of the hollow nanospheres increases. These hollow nanospheres are quite stable and can be reused with almost the same enantioselectivity and only a slight decrease in catalytic activity.
语种英语
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WOS记录号WOS:000280431900026
引用统计
被引频次:36[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/103183
专题中国科学院大连化学物理研究所
通讯作者Yang QH(杨启华)
作者单位Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
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Gao, Jinsuo,Liu, Jian,Tang, Jianting,et al. Chirally Functionalized Hollow Nanospheres Containing L-Prolinamide: Synthesis and Asymmetric Catalysis[J]. CHEMISTRY-A EUROPEAN JOURNAL,2010,16(26):7852-7858.
APA Gao, Jinsuo.,Liu, Jian.,Tang, Jianting.,Jiang, Dongmei.,Li, Bo.,...&杨启华.(2010).Chirally Functionalized Hollow Nanospheres Containing L-Prolinamide: Synthesis and Asymmetric Catalysis.CHEMISTRY-A EUROPEAN JOURNAL,16(26),7852-7858.
MLA Gao, Jinsuo,et al."Chirally Functionalized Hollow Nanospheres Containing L-Prolinamide: Synthesis and Asymmetric Catalysis".CHEMISTRY-A EUROPEAN JOURNAL 16.26(2010):7852-7858.
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