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题名: Chirally Functionalized Hollow Nanospheres Containing L-Prolinamide: Synthesis and Asymmetric Catalysis
作者: Gao, Jinsuo1;  Liu, Jian1;  Tang, Jianting1;  Jiang, Dongmei1;  Li, Bo1;  Yang, Qihua1
通讯作者: 杨启华
关键词: aldol reaction ;  heterogeneous catalysis ;  nanostructures ;  organocatalysis ;  prolinamide
刊名: CHEMISTRY-A EUROPEAN JOURNAL
发表日期: 2010
DOI: 10.1002/chem.201000161
卷: 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
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.
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
语种: 英语
原文出处: 查看原文
WOS记录号: WOS:000280431900026
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/103183
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China

Recommended Citation:
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.
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