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题名: Chiral Mesoporous Organosilica Nanospheres: Effect of Pore Structure on the Performance in Asymmetric Catalysis
作者: Liu, Xiao1, 2;  Wang, Peiyuan1;  Zhang, Lei1;  Yang, Jie1;  Li, Can1;  Yang, Qihua1
通讯作者: 杨启华
关键词: asymmetric catalysis ;  binol derivatives ;  mesoporous materials ;  nanoparticles ;  organosilica
刊名: CHEMISTRY-A EUROPEAN JOURNAL
发表日期: 2010
DOI: 10.1002/chem.201000931
卷: 16, 期:42, 页:12727-12735
收录类别: SCI
文章类型: Article
部门归属: 5
项目归属: 506,503
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: (R)-(+)-1,1'-Bi-2-naphthol ((R)-(+)-Binol)-functionalized (Binol- 2,2'-dihydroxy-1,1'-binaphthyl) chiral mesoporous organosilica nanospheres with uniform particle size (100 to 300 nm) have been synthesized by co-condensation of tetraethoxysilane and (R)-2,2'-di(methoxymethyl) oxy-6,6'di(1-propyl trimethoxysilyl)-1,1'-binaphthyl in a basic medium with cetyltrimethylammonium bromide as the template. Nanospheres with a radiative 2D hexagonal channel arrangement exhibit higher enantioselectivity and turnover frequency than those with a penetrating 2D hexagonal channel arrangement (94 versus 88% and 43 versus 15 h(-1), respectively) in the asymmetric addition of diethylzinc to aldehydes. In addition, under similar conditions, the enantioselectivity of the nanospheres can be greatly improved as the structural order of the framework increases. These results clearly show that the structural order of nanospheres affects enantioselective reactions. The enantioselectivity of the nanospheres synthesized by the co-condensation method is higher than that of nanospheres prepared by a grafting method and even higher than that of their homogeneous counterpart. These results indicate that the bite angle of (R)-(+)-Binol bridging in a more rigid porous network is in a more favorable position for achieving higher enantioselectivity. The efficiency of a co-condensation method for the synthesis of high-performance heterogeneous asymmetric catalysts is also reported.
关键词[WOS]: SILICA NANOSPHERE ;  HOLLOW SPHERES ;  MESOSTRUCTURED SILICA ;  MCM-41 SILICA ;  FRAMEWORK ;  TRANS-(1R,2R)-DIAMINOCYCLOHEXANE ;  HYDROGENATION ;  NANOPARTICLES ;  SULFOXIDATION ;  DIETHYLZINC
语种: 英语
原文出处: 查看原文
WOS记录号: WOS:000284062500029
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/103475
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
2.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China

Recommended Citation:
Liu, Xiao,Wang, Peiyuan,Zhang, Lei,et al. Chiral Mesoporous Organosilica Nanospheres: Effect of Pore Structure on the Performance in Asymmetric Catalysis[J]. CHEMISTRY-A EUROPEAN JOURNAL,2010,16(42):12727-12735.
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