Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Using Unsymmetrical Vicinal Diamine-Based Ligands: Dramatic Substituent Effect on Catalyst Efficiency
文献类型:期刊论文
| 作者 | Zhang, Bo1; Wang, Hui2; Lin, Guo-Qiang1; Xu, Ming-Hua1,2
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| 刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
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| 出版日期 | 2011-08 |
| 期号 | 22页码:4205-4211 |
| 关键词 | Asymmetric catalysis Hydride ligands Hydrogenation N ligands Ruthenium Substituent effects |
| ISSN号 | 1434-193X |
| DOI | 10.1002/ejoc.201100299 |
| 文献子类 | Article |
| 英文摘要 | The use of unsymmetrical vicinal diamines as ligands for Ru-catalyzed asymmetric transfer hydrogenation is described. With a SmI(2)-mediated cross-coupling protocol, a series of enantiomerically pure unsymmetrical vicinal diamines were readily prepared and examined in the asymmetric transfer hydrogenation. It was found that an aromatic substituent on the carbon bearing the -NHTs group and a bulky alkyl substituent on the other side, are both very important for the effectiveness of the ligand, suggesting that the substituent has a dramatic effect on the catalyst efficiency. With ligand 8, excellent enantioselectivities that are comparable to N-tosyl-1,2-diphenylethane-1,2-diamine (TsDPEN) were achieved. The results provide some helpful information on the mechanism of Ru-catalyzed asymmetric transfer hydrogenation. |
| WOS关键词 | ALCOHOL)-CATALYZED TRANSFER HYDROGENATION ; TERT-BUTANESULFINYL IMINES ; AROMATIC KETONES ; CARBONYL-COMPOUNDS ; ENANTIOSELECTIVE SYNTHESIS ; BIFUNCTIONAL CATALYSIS ; COMPLEXES ; ALCOHOLS ; MECHANISM ; REDUCTION |
| 资助项目 | National Natural Science Foundation of China[20672123] ; National Natural Science Foundation of China[21021063] ; Chinese Academy of Sciences[00000000] ; Major State Basic Research Development Program[00000000] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000293497900016 |
| 出版者 | WILEY-BLACKWELL |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/278457] ![]() |
| 专题 | 药物化学研究室 |
| 通讯作者 | Lin, Guo-Qiang |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China; 2.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhang, Bo,Wang, Hui,Lin, Guo-Qiang,et al. Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Using Unsymmetrical Vicinal Diamine-Based Ligands: Dramatic Substituent Effect on Catalyst Efficiency[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2011(22):4205-4211. |
| APA | Zhang, Bo,Wang, Hui,Lin, Guo-Qiang,&Xu, Ming-Hua.(2011).Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Using Unsymmetrical Vicinal Diamine-Based Ligands: Dramatic Substituent Effect on Catalyst Efficiency.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(22),4205-4211. |
| MLA | Zhang, Bo,et al."Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Using Unsymmetrical Vicinal Diamine-Based Ligands: Dramatic Substituent Effect on Catalyst Efficiency".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .22(2011):4205-4211. |
入库方式: OAI收割
来源:上海药物研究所
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