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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
KeywordIsophorone Tmch (s)-proline Enantioselective Hydrogenation Kinetic Resolution
Source PublicationCATALYSIS TODAY
2008-02-29
DOI10.1016/j.cattod.2007.10.041
Volume131Issue:1-4Pages:347-352
Indexed BySCI ; ISTP
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences ; Technology
WOS SubjectChemistry, Applied ; Chemistry, Physical ; Engineering, Chemical
WOS Research AreaChemistry ; Engineering
WOS KeywordENANTIOSELECTIVE HYDROGENATION ; ASYMMETRIC HYDROGENATION ; BOND
AbstractEnantioselective 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.
Language英语
WOS IDWOS:000253382100047
Citation statistics
Cited Times:13[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/140916
Collection中国科学院大连化学物理研究所
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
Recommended Citation
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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