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题名: Chiral mesoporous organosilicas with R-(+)-Binol integrated in the framework
作者: Wang, Peiyuan1, 2;  Yang, Jie1;  Liu, Jian1, 2;  Zhang, Lei1;  Yang, Qihua1
通讯作者: 杨启华
关键词: Mesoporous organosilica ;  R-(+)-Binol ;  Chiral ;  PMOs
刊名: MICROPOROUS AND MESOPOROUS MATERIALS
发表日期: 2009
DOI: 10.1016/j.micromeso.2008.06.015
卷: 117, 期:1-2, 页:91-97
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 ;  Technology
类目[WOS]: Chemistry, Applied ;  Chemistry, Physical ;  Nanoscience & Nanotechnology ;  Materials Science, Multidisciplinary
研究领域[WOS]: Chemistry ;  Science & Technology - Other Topics ;  Materials Science
英文摘要: Bifunctionalized chiral mesoporous organosilicas with both R-(+)-Binol and ethylene moieties integrated in the framework was synthesized by co-condensation of 1,2-bis(trimethoxysilyl)ethane (BTME) and (R)-2,2'-dimethoxy-6,6'-di-[(2-trimethoxysilyl)-ethenyl]-1,1'-binaphthyl (R-MMB) in acidic medium using P123 as template for the first time. With the molar fraction of R-MMB increasing from 10 to 20% in the initial mixture, the mesostructure of the material changes from a well-ordered 2D hexagonal mesostructure to a worm-like structure. The materials have a pore diameter in the range of 4.8-5.2 nm with BET surface areas varying from 356 to 894 m(2) g(-1). The results of FT-IR, (13)C and (29)Si solid-state NMR shows the integration of the organic groups in the material though some Si-C bond cleavage was observed during the synthesis. The circular dichroism spectrum of the material dissolved in NaOH confirms that the chirality of R-(+)-Binol in the material remains unchanged compared with the molecular precursor. The hydroxyl groups of the R-(+)-Binol units were liberated by treatment of the material with BBr(3). The resultant materials were used in Ti-promoted asymmetric addition of diethylzinc to benzaldehyde. High catalytic activity (99%) with moderate enantioselectivity (39.7%) was achieved, which also confirms that R-Binol was incorporated in the PMOs successfully. (C) 2008 Elsevier Inc. All rights reserved.
关键词[WOS]: INORGANIC HYBRID MATERIALS ;  CIRCULAR-DICHROISM ;  ORGANIC GROUPS ;  ASYMMETRIC CATALYSIS ;  CHANNEL WALLS ;  SILICA ;  TRANS-(1R,2R)-DIAMINOCYCLOHEXANE ;  BINOL ;  ACID ;  POLYCONDENSATION
语种: 英语
原文出处: 查看原文
WOS记录号: WOS:000262879700011
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/101685
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:
Wang, Peiyuan,Yang, Jie,Liu, Jian,et al. Chiral mesoporous organosilicas with R-(+)-Binol integrated in the framework[J]. MICROPOROUS AND MESOPOROUS MATERIALS,2009,117(1-2):91-97.
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