Chirality inversion in enantioselective hydrogenation of isophorone over Pd/MgO catalysts in the presence of (S)-proline: Effect of Pd particle size
文献类型:期刊论文
作者 | Li, Shuang2; Chen, Chunhui2; Zhan, Ensheng2; Liu, Shang-Bin1; Shen, Wenjie2 |
刊名 | journal of molecular catalysis a-chemical
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出版日期 | 2009-05-01 |
卷号 | 304期号:1-2页码:88-94 |
关键词 | Chirality inversion Isophorone 3 (S)-Proline Enantioselective hydrogenation Kinetic resolution 3 5-Trimethylcyclohexanone (TMCH) |
产权排序 | 1;1 |
通讯作者 | 申文杰 |
英文摘要 | enantioselective hydrogenation of isophorone in the presence of (s)-proline was examined over a series of pd/mgo catalysts with varying pd particle size. it was found that the pd surfaces not only supply chemisorbed hydrogen required for the hydrogenation of isophorone but also be involve in the enantio-differentiating step. moreover, it was observed for the first time that the configuration of the chiral product could be tuned by varying the size of pd particle such that (r)-tmch rather than (s)-tmch was obtained over the pd/mgo catalysts with large pd particles. two competitive reaction pathways during the enantioselective hydrogenation of isophorone were proposed depending on the size of pd particle. one involves the enantioselective hydrogenation of the reaction intermediates formed on large pd particle with size exceeding 10 nm leading to the excess formation of (r)-tmch enantiomer, whereas the other invokes the primary hydrogenation of isophorone to racemic tmch over pd particle with size smaller than 4 nm, followed by the kinetic resolution process leaving the (s)-tmch enantiomer in excess. (c) 2009 elsevier b.v. all rights reserved. |
WOS标题词 | science & technology ; physical sciences |
类目[WOS] | chemistry, physical |
研究领域[WOS] | chemistry |
关键词[WOS] | acid ethyl-ester ; asymmetric hydrogenation ; palladium catalysts ; mechanistic insights ; metal-surfaces ; modifiers ; carbon ; bond |
收录类别 | SCI |
原文出处 | false |
语种 | 英语 |
WOS记录号 | WOS:000266213600015 |
公开日期 | 2010-11-30 |
源URL | [http://159.226.238.44/handle/321008/101723] ![]() |
专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
作者单位 | 1.Acad Sinica, Inst Atom & Mol Sci, Taipei 10617, Taiwan 2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China |
推荐引用方式 GB/T 7714 | Li, Shuang,Chen, Chunhui,Zhan, Ensheng,et al. Chirality inversion in enantioselective hydrogenation of isophorone over Pd/MgO catalysts in the presence of (S)-proline: Effect of Pd particle size[J]. journal of molecular catalysis a-chemical,2009,304(1-2):88-94. |
APA | Li, Shuang,Chen, Chunhui,Zhan, Ensheng,Liu, Shang-Bin,&Shen, Wenjie.(2009).Chirality inversion in enantioselective hydrogenation of isophorone over Pd/MgO catalysts in the presence of (S)-proline: Effect of Pd particle size.journal of molecular catalysis a-chemical,304(1-2),88-94. |
MLA | Li, Shuang,et al."Chirality inversion in enantioselective hydrogenation of isophorone over Pd/MgO catalysts in the presence of (S)-proline: Effect of Pd particle size".journal of molecular catalysis a-chemical 304.1-2(2009):88-94. |
入库方式: OAI收割
来源:大连化学物理研究所
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