Chiral Bifunctional Phosphine-Carboxylate Ligands for Palladium(0)-Catalyzed Enantioselective C-H Arylation | |
Department | OSSO国家重点实验室 |
Yang L(杨磊)1,2; Markus Neuburger1; Olivier Baudoin1 | |
2018 | |
Source Publication | Angewandte Chemie International Edition |
ISSN | 1433-7851 |
Volume | 130Pages:1408-1412 |
Abstract | Previous enantioselective Pd0‐catalyzed C−H activation reactions proceeding via the concerted metalation‐deprotonation mechanism employed either a chiral ancillary ligand, a chiral base, or a bimolecular mixture thereof. This study describes the development of new chiral bifunctional ligands based on a binaphthyl scaffold which incorporates both a phosphine and a carboxylic acid moiety. The optimal ligand provided high yields and enantioselectivities for a desymmetrizing C(sp2)−H arylation leading to 5,6‐dihydrophenanthridines, whereas the corresponding monofunctional ligands showed low enantioselectivities. The bifunctional system proved applicable to a range of substituted dihydrophenanthridines, and allowed the parallel kinetic resolution of racemic substrates. |
Keyword | Arylation Asymmetric Catalysis C-h Activation Pligands Palladium |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1002/anie.201712061 |
Funding Organization | the People Programme (Marie Curie Actions) of the European UnionQs Seventh Framework Programme FP7/2007–2013/ under REA grant agreement no. 623605, and by the University of Basel;the National Natural Science Foundation of China (Grant No. 21372231) |
Indexed By | SCI |
Language | 英语 |
compositor | 第二作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/23771 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Olivier Baudoin |
Affiliation | 1.Univ Basel, Dept Chem, St Johanns Ring 19, CH-4056 Basel, Switzerland 2.Chinese Acad Sci, LICP, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China |
Recommended Citation GB/T 7714 | Yang L,Markus Neuburger,Olivier Baudoin. Chiral Bifunctional Phosphine-Carboxylate Ligands for Palladium(0)-Catalyzed Enantioselective C-H Arylation[J]. Angewandte Chemie International Edition,2018,130:1408-1412. |
APA | Yang L,Markus Neuburger,&Olivier Baudoin.(2018).Chiral Bifunctional Phosphine-Carboxylate Ligands for Palladium(0)-Catalyzed Enantioselective C-H Arylation.Angewandte Chemie International Edition,130,1408-1412. |
MLA | Yang L,et al."Chiral Bifunctional Phosphine-Carboxylate Ligands for Palladium(0)-Catalyzed Enantioselective C-H Arylation".Angewandte Chemie International Edition 130(2018):1408-1412. |
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Yang_et_al-2018-Ange(1397KB) | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text |
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