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Heterogeneous enantioselective hydrogenation of isophorone over proline modified Pd catalysts
Zhan, Ensheng; Li, Shuang; Xu, Yide; Shen, Wenjie; Shen WJ(申文杰)
KeywordEnantioselective Hydrogenation Isophorone Pd Catalysts Proline Kinetic Resolution
Source PublicationCATALYSIS COMMUNICATIONS
2007-08-01
DOI10.1016/j.catcom.2006.11.014
Volume8Issue:8Pages:1239-1243
Indexed BySCI
SubtypeArticle
Department5
Funding Project501
Contribution Rank1;1
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Physical
WOS Research AreaChemistry
WOS KeywordKETONES
AbstractEnantioselective hydrogenation of isophorone (3,5,5-trimethyl-2-cyclohexenone) over (S)-proline modified Pd catalysts has been studied. Both the Pd particle size and the acid-base properties of the support influenced the hydrogenation reaction of isophorone and the subsequent kinetic resolution of 3,3,5-trimethylcyclohexanone (TMCH). This was explained by assuming the reaction pathway as a consequential process. The rapid hydrogenation of isophorone initially yielded racemic TMCH, and then the slow kinetic resolution consumed the (R)-TMCH, leaving (S)-TMCH in excess. Most promisingly, the Pd/MgO catalyst with enhanced adsorption of proline and moderate Pd particle sizes resulted in high enantioselectivity (ee of 95%) and 43% yield of TMCH. (c) 2006 Elsevier B.V. All rights reserved.
Language英语
URL查看原文
WOS IDWOS:000248075700014
Citation statistics
Cited Times:15[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/98559
Collection中国科学院大连化学物理研究所
Corresponding AuthorShen WJ(申文杰)
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Liaoning, Peoples R China
Recommended Citation
GB/T 7714
Zhan, Ensheng,Li, Shuang,Xu, Yide,et al. Heterogeneous enantioselective hydrogenation of isophorone over proline modified Pd catalysts[J]. CATALYSIS COMMUNICATIONS,2007,8(8):1239-1243.
APA Zhan, Ensheng,Li, Shuang,Xu, Yide,Shen, Wenjie,&申文杰.(2007).Heterogeneous enantioselective hydrogenation of isophorone over proline modified Pd catalysts.CATALYSIS COMMUNICATIONS,8(8),1239-1243.
MLA Zhan, Ensheng,et al."Heterogeneous enantioselective hydrogenation of isophorone over proline modified Pd catalysts".CATALYSIS COMMUNICATIONS 8.8(2007):1239-1243.
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