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题名: Enantio selective hydrogenation of isophorone and kinetic resolution of 3,3,5-trimethylcyclohexanone over Pd catalysts in the presence of (S)-proline
作者: Li, Shuang1;  Zhan, Ensheng1;  Li, Yong1;  Xu, Yide1;  Shen, Wenjie1
关键词: isophorone ;  TMCH ;  (S)-proline ;  enantioselective hydrogenation ;  kinetic resolution
刊名: CATALYSIS TODAY
发表日期: 2008-02-29
DOI: 10.1016/j.cattod.2007.10.041
卷: 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
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.
关键词[WOS]: ENANTIOSELECTIVE HYDROGENATION ;  ASYMMETRIC HYDROGENATION ;  BOND
语种: 英语
WOS记录号: WOS:000253382100047
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/140916
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

Recommended Citation:
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.
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