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Enantio selective hydrogenation of isophorone and kinetic resolution of 3,3,5-trimethylcyclohexanone over Pd catalysts in the presence of (S)-proline
Li, Shuang; Zhan, Ensheng; Li, Yong; Xu, Yide; Shen, Wenjie
关键词Isophorone Tmch (s)-proline Enantioselective Hydrogenation Kinetic Resolution
刊名CATALYSIS TODAY
2008-02-29
DOI10.1016/j.cattod.2007.10.041
131期:1-4页:347-352
收录类别SCI ; ISTP
文章类型Article
WOS标题词Science & Technology ; Physical Sciences ; Technology
类目[WOS]Chemistry, Applied ; Chemistry, Physical ; Engineering, Chemical
研究领域[WOS]Chemistry ; Engineering
关键词[WOS]ENANTIOSELECTIVE HYDROGENATION ; ASYMMETRIC HYDROGENATION ; BOND
英文摘要Enantioselective hydrogenation of isophorone and kinetic resolution of 3,3,5-trimethylcyclohexanone (TMCH) over Pd catalysts in the presence of (S)-proline revealed that the enantioselectivity for hydrogenation of isophorone was mainly originated from the kinetic resolution of TMCH. The rapid hydrogenation of isophorone primarily yielded racemic TMCH, and the followed kinetic resolution consumed the (R)-TMCH enantiomer, leaving the (S)-TMCH enantiomer in excess. The kinetic resolution of racemic TMCH is closely related to the acidic/basic properties of the support, and the addition of K(2)CO(3) to Al(2)O(3) provided more enantio-differentiating environment through the enhanced adsorption of (S)proline on the catalyst surface. As a result, the Pd/Al(2)O(3)-K(2)CO(3) catalyst with finely dispersed Pd particles and enhanced adsorption of (S)-proline gave very high enantioselectivities (e.e. value up to 98%) for the enantioselective hydrogenation of isophorone. (c) 2007 Elsevier B.V. All rights reserved.
语种英语
WOS记录号WOS:000253382100047
引用统计
被引频次:13[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/321008/140916
专题中国科学院大连化学物理研究所
作者单位Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
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GB/T 7714
Li, Shuang,Zhan, Ensheng,Li, Yong,et al. Enantio selective hydrogenation of isophorone and kinetic resolution of 3,3,5-trimethylcyclohexanone over Pd catalysts in the presence of (S)-proline[J]. CATALYSIS TODAY,2008,131(1-4):347-352.
APA Li, Shuang,Zhan, Ensheng,Li, Yong,Xu, Yide,&Shen, Wenjie.(2008).Enantio selective hydrogenation of isophorone and kinetic resolution of 3,3,5-trimethylcyclohexanone over Pd catalysts in the presence of (S)-proline.CATALYSIS TODAY,131(1-4),347-352.
MLA Li, Shuang,et al."Enantio selective hydrogenation of isophorone and kinetic resolution of 3,3,5-trimethylcyclohexanone over Pd catalysts in the presence of (S)-proline".CATALYSIS TODAY 131.1-4(2008):347-352.
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