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手性膦氧配体和膦亚膦配体的手性钌(II)/Pybox 配合物催化的芳基酮的不对称转移氢化反应。

Asymmetric Transfer Hydrogenation of Arylketones Catalyzed by Enantiopure Ruthenium(II)/Pybox Complexes Containing Achiral Phosphonite and Phosphinite Ligands.

机构信息

Departamento de Química Orgánica e Inorgánica-IUQOEM (Unidad Asociada al CSIC), Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Oviedo, E-33006 Oviedo, Principado de Asturias, Spain.

出版信息

Molecules. 2020 Feb 23;25(4):990. doi: 10.3390/molecules25040990.

Abstract

A family of complexes of the formula -[RuCl(L)(R-pybox)] (R-pybox = (,)-Pr-pybox, (,)-Ph-pybox, L = monodentate phosphonite, PPh(OR), and phosphinite, L = PPh(OR), ligands) were screened in the catalytic asymmetric transfer hydrogenation of acetophenone, observing a strong influence of the nature of both the R-pybox substituents and the L ligand in the process. The best results were obtained with complex -[RuCl{PPh(OEt)}{(,)-Ph-pybox}] (), which provided high conversion and enantioselectivity (up to 96% enantiomeric excess, ) for the reduction of a variety of aromatic ketones, affording the ()-benzylalcohols.

摘要

[RuCl(L)(R-pybox)]型配合物家族(R-pybox = (,)-Pr-pybox、(,)-Ph-pybox,L = 单齿膦酸酯、PPh(OR) 和亚磷酸酯、L = PPh(OR),配体)被筛选用于催化不对称转移氢化苯乙酮,观察到 R-pybox 取代基和 L 配体的性质对该过程有强烈影响。最佳结果是使用配合物-[RuCl{PPh(OEt)}{(,)-Ph-pybox}]()获得的,该配合物对各种芳香酮的还原提供了高转化率和对映选择性(高达 96%对映过量,),得到()-苯甲醇。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daca/7070392/68efc0738490/molecules-25-00990-g001.jpg

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