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学科主题: 金属有机化学
题名: The Hydrogenation/Transfer Hydrogenation Network in Asymmetric Reduction of Ketones Catalyzed by [RuCl2(binap)(pica)] Complexes
其他题名: The Hydrogenation/Transfer Hydrogenation Network in Asymmetric Reduction of Ketones Catalyzed by [RuCl2(binap)(pica)] Complexes
作者: C. A. Sandoval ; Li YH(李跃辉) ; Ding KL(丁奎岭) ; R. Noyori
通讯作者: C. A. Sandoval ; R. Noyori
刊名: Chem.-Asian J.
发表日期: 2008
卷: 3, 期:10, 页:1801-1810
收录类别: SCI
部门归属: 上海有机所; Nagoya University
英文摘要: Chiral binap/pica-Ru-II complexes (binap = (S)- or (R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; pica = alpha-picolylamine) catalyze both asymmetric hydrogenation (AH) of ketones using H-2 and asymmetric transfer hydrogenation (ATH) using non-tertiary alcohols under basic conditions. The AH and ATH catalytic cycles are linked by the metal-ligand bifunctional mechanism. Asymmetric reduction of pinacolone is best achieved in ethanol containing the Ru catalyst and base under an H-2 atmosphere at ambient temperature, giving the chiral alcohol in 97-98% ee. The reaction utilizes only H-2 as a hydride source with alcohol acting as a proton source. On the other hand, asymmetric reduction of acetophenone is attained with both H-2 (ambient temperature) and 2-propanol (>60 degrees C) with relatively low enantioselectivity. The degree of contribution of the AH and ATH cycles is highly dependent on the ketone substrates, solvent, and reaction parameters (H-2 pressure, temperature, basicity, substrate concentration, H/D difference, etc.).
语种: 英语
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WOS记录号: WOS:000259968700006
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/17839
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
C. A. Sandoval,Li YH,Ding KL,et al. The Hydrogenation/Transfer Hydrogenation Network in Asymmetric Reduction of Ketones Catalyzed by [RuCl2(binap)(pica)] Complexes[J]. Chem.-Asian J.,2008,3(10):1801-1810.
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