DICP OpenIR
Subject Area物理化学
Promoted activity of Cr(Salen) in a nanoreactor for kinetic resolution of terminal epoxides
Bai, Shiyang1,2; Li, Bo1; Peng, Juan1,2; Zhang, Xiaoming1,2; Yang, Qihua1; Li, Can1; Yang QH(杨启华); Li C(李灿)
Source PublicationCHEMICAL SCIENCE
2012
DOI10.1039/c2sc20653f
Volume3Issue:9Pages:2864-2867
Indexed BySCI
SubtypeArticle
Department5
Funding Project506;503
Contribution Rank1, 1
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordRING-OPENING REACTIONS ; SALEN COMPLEXES ; ASYMMETRIC CATALYSIS ; MESOPOROUS SILICA ; METAL-COMPLEXES ; CR-III(SALEN) ; IMPREGNATION ; CAGE
AbstractCr(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.
Language英语
WOS IDWOS:000306931300029
Citation statistics
Cited Times:17[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/117933
Collection中国科学院大连化学物理研究所
Corresponding AuthorYang QH(杨启华); Li C(李灿)
Affiliation1.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
GB/T 7714
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.
APA Bai, Shiyang.,Li, Bo.,Peng, Juan.,Zhang, Xiaoming.,Yang, Qihua.,...&李灿.(2012).Promoted activity of Cr(Salen) in a nanoreactor for kinetic resolution of terminal epoxides.CHEMICAL SCIENCE,3(9),2864-2867.
MLA Bai, Shiyang,et al."Promoted activity of Cr(Salen) in a nanoreactor for kinetic resolution of terminal epoxides".CHEMICAL SCIENCE 3.9(2012):2864-2867.
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