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学科主题: 物理化学
题名: Promoted activity of Cr(Salen) in a nanoreactor for kinetic resolution of terminal epoxides
作者: Bai, Shiyang1, 2;  Li, Bo1;  Peng, Juan1, 2;  Zhang, Xiaoming1, 2;  Yang, Qihua1;  Li, Can1
通讯作者: 杨启华 ;  李灿
刊名: CHEMICAL SCIENCE
发表日期: 2012
DOI: 10.1039/c2sc20653f
卷: 3, 期:9, 页:2864-2867
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: Cr(Salen) catalyzed kinetic resolution of terminal epoxides via asymmetric ring opening (ARO) with TMSN3 is an important approach for the synthesis of enantiopure 1,2-amino alcohols, however, the high catalyst usage amount (1-2 mol%) impedes its practical applications. An efficient solid nanoreactor was constructed by encapsulation of Cr(Salen) and pyridine in the nanocages of mesoporous silica. This solid nanoreactor exhibits high activity (TOF: 1325 h(-1)) and high enantioselectivity (91% ee) for the kinetic resolution of 1,2-epoxyhexane via ARO with TMSN3 at a catalyst concentration as low as 0.002 mol%, whereas the homogeneous counterpart affords almost no conversion of epoxide under similar reaction conditions. The high activity of the solid nanoreactor is mainly attributed to the greatly intensified cooperative activation in the nanocages as evidenced by the sharply increased TOF in parallel with Cr(Salen) concentration in each nanocage. The increased nucleophilicity of Cr(Salen) after coordination to pyridine could also promote the catalytic activity. The solid nanoreactor can be easily separated and recycled. We demonstrated the possibility for designing an efficient solid nanoreactor for asymmetric catalysis by taking the advantages of the cooperative activation.
关键词[WOS]: RING-OPENING REACTIONS ;  SALEN COMPLEXES ;  ASYMMETRIC CATALYSIS ;  MESOPOROUS SILICA ;  METAL-COMPLEXES ;  CR-III(SALEN) ;  IMPREGNATION ;  CAGE
语种: 英语
WOS记录号: WOS:000306931300029
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/117933
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:
Bai, Shiyang,Li, Bo,Peng, Juan,et al. Promoted activity of Cr(Salen) in a nanoreactor for kinetic resolution of terminal epoxides[J]. CHEMICAL SCIENCE,2012,3(9):2864-2867.
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