ICCAS OpenIR
Highly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst
Tang, Weijun1; Sun, Yawei1; Xu, Lijin1; Wang, Tianli2; Fan, Qinghua2; Lam, Kim-Hung3,4; Chan, Albert S. C.3,4
2010
Source PublicationORGANIC & BIOMOLECULAR CHEMISTRY
ISSN1477-0520
Volume8Issue:15Pages:3464-3471
AbstractThe combination of the readily available chiral bisphosphine ligand Difluorphos with [Ir(COD)Cl](2) in THF resulted in a highly efficient catalyst system for asymmetric hydrogenation of quinolines at quite low catalyst loadings (0.05-0.002 mol%), affording the corresponding products with high enantioselectivities (up to 96%), excellent catalytic activities (TOF up to 3510 h(-1)) and productivities (TON up to 43000). The same catalyst was also successfully applied to the asymmetric hydrogenation of trisubstituted pyridines with nearly quantitative yields and up to 98% ee. In these two reactions, the addition of I(2) additive is indispensable; but the amount of I(2) has a different effect on catalytic performance.
DOI10.1039/c002668a
Indexed BySCI ; CCR
Language英语
WOS IDWOS:000279913700015
PublisherROYAL SOC CHEMISTRY
Citation statistics
Cited Times:63[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/68974
Collection中国科学院化学研究所
Corresponding AuthorXu, Lijin
Affiliation1.Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China
2.Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
3.Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
4.Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China
Recommended Citation
GB/T 7714
Tang, Weijun,Sun, Yawei,Xu, Lijin,et al. Highly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2010,8(15):3464-3471.
APA Tang, Weijun.,Sun, Yawei.,Xu, Lijin.,Wang, Tianli.,Fan, Qinghua.,...&Chan, Albert S. C..(2010).Highly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst.ORGANIC & BIOMOLECULAR CHEMISTRY,8(15),3464-3471.
MLA Tang, Weijun,et al."Highly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst".ORGANIC & BIOMOLECULAR CHEMISTRY 8.15(2010):3464-3471.
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