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Chiral Mesoporous Organosilica Nanospheres: Effect of Pore Structure on the Performance in Asymmetric Catalysis
Liu, Xiao1,2; Wang, Peiyuan1; Zhang, Lei1; Yang, Jie1; Li, Can1; Yang, Qihua1; Yang QH(杨启华)
关键词Asymmetric Catalysis Binol Derivatives Mesoporous Materials Nanoparticles Organosilica
刊名CHEMISTRY-A EUROPEAN JOURNAL
2010
DOI10.1002/chem.201000931
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
关键词[WOS]SILICA NANOSPHERE ; HOLLOW SPHERES ; MESOSTRUCTURED SILICA ; MCM-41 SILICA ; FRAMEWORK ; TRANS-(1R,2R)-DIAMINOCYCLOHEXANE ; HYDROGENATION ; NANOPARTICLES ; SULFOXIDATION ; DIETHYLZINC
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.
语种英语
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WOS记录号WOS:000284062500029
引用统计
被引频次:34[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/321008/103475
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
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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.
APA Liu, Xiao.,Wang, Peiyuan.,Zhang, Lei.,Yang, Jie.,Li, Can.,...&杨启华.(2010).Chiral Mesoporous Organosilica Nanospheres: Effect of Pore Structure on the Performance in Asymmetric Catalysis.CHEMISTRY-A EUROPEAN JOURNAL,16(42),12727-12735.
MLA Liu, Xiao,et al."Chiral Mesoporous Organosilica Nanospheres: Effect of Pore Structure on the Performance in Asymmetric Catalysis".CHEMISTRY-A EUROPEAN JOURNAL 16.42(2010):12727-12735.
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