A fluorinated dendritic TsDPEN-Ru(II) catalyst for asymmetric transfer hydrogenation of prochiral ketones in aqueous media.
نویسندگان
چکیده
The fluorinated dendritic chiral mono-N-tosylated 1,2-diphenylethlenediamine, FTsDPEN, has been synthesized and applied in the ruthenium(ii) complex-catalyzed asymmetric transfer hydrogenation of prochiral ketones in aqueous media.
منابع مشابه
A fluorinated dendritic TsDPEN-Ru(II) catalyst for asymmetric transfer hydrogenation of prochiral ketones in aqueous mediaw
Asymmetric transfer hydrogenation (ATH) has been widely used as an efficient and practical method for preparation of optically pure secondary alcohols that are important key intermediates for the synthesis of a large number of pharmaceutical substances. One of the most attractive catalyst system is based on Ru-TsDPEN (TsDPEN= N-(p-tolylsulfonyl)-1,2diphenylethylenediamine) complexes, which was ...
متن کاملThe importance of the N-H bond in Ru/TsDPEN complexes for asymmetric transfer hydrogenation of ketones and imines.
Ru(II) complexes of TsDPEN containing two alkyl groups on the non-tosylated nitrogen atom are poor catalysts for asymmetric transfer hydrogenation of ketones and imines; this observation provides direct evidence for the importance of the N-H interaction in the transition state for ketone reduction.
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A siliceous mesocellular foam-immobilized Ru-TsDPEN complex exhibited excellent catalytic reactivity, enantioselectivity and reusability in the asymmetric transfer hydrogenation of an imine and ketones.
متن کاملThe Development of Phosphine-Free "Tethered" Ruthenium(II) Catalysts for the Asymmetric Reduction of Ketones and Imines.
In this account, we describe the design, synthesis and applications of tethered versions of the Ru(II)/N-tosyl-1,2-diphenylethylene-1,2-diamine (TsDPEN) class of catalyst that are commonly used for asymmetric transfer hydrogenation and asymmetric hydrogenation of ketones and imines. The review covers key aspects of the reaction mechanisms and examples of applications, including industrial appli...
متن کاملHighly enantioselective asymmetric transfer hydrogenation (ATH) of α-phthalimide ketones.
A mild catalyst system for the synthesis of chiral amino alcohols via asymmetric transfer hydrogenation (ATH) of α-phthalimide ketones has been developed by using a chiral Ru-TsDPEN complex as the catalyst in DMF/MeOH at 40 °C. The reaction exhibits high reaction activity and excellent enantioselectivity where up to 96% yield and 99% ee of the product were obtained.
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ورودعنوان ژورنال:
- Chemical communications
دوره 46 25 شماره
صفحات -
تاریخ انتشار 2010