A new efficient bis(phosphinite)-ruthenium(II) catalyst system for the asymmetric transfer hydrogenation of aromatic ketones

被引:11
|
作者
Durap, Feyyaz [1 ]
Aydemir, Murat [1 ]
Baysal, Akin [1 ]
Elma, Duygu [1 ]
Ak, Bunyamin [1 ]
Turgut, Yilmaz [1 ]
机构
[1] Dicle Univ, Fac Sci, Dept Chem, TR-21280 Diyarbakir, Turkey
关键词
Chiral; Asymmetric transfer hydrogenation; Phosphinite; Ruthenium; C-2-symmetry; CHIRAL PHOSPHINITE LIGANDS; ENANTIOSELECTIVE HYDROGENATION; C-2-SYMMETRIC AXIS; MODULAR DESIGN; COMPLEXES;
D O I
10.1016/j.ica.2013.11.029
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Many chiral ligands bearing phosphorus donor atoms were developed and applied in the area of metal catalyzed asymmetric catalysis. A new chiral bis(phoshinite) ligand was successfully synthesized from optically active (1S,8S)-3,6-[N-(S)-alpha-phenylethyl] diaza-1,8-diphenoxymethyl-1,8-octanediol in high yield. A ruthenium(II) complex generated in situ from [Ru(eta(6)-p-cymene)(mu-Cl)Cl](2), bis(phosphinite) ligand and KOH acts as an active catalyst for asymmetric transfer hydrogenation (ATH) of acetophenone derivatives in isopropyl alcohol (IPA) as both solvent and hydrogen source. The catalytic reaction proceeds cleanly to give enantiomerically enriched secondary alcohols up to 90% or 89% ee's at 50 or 82 degrees C, respectively. (C) 2013 Elsevier B. V. All rights reserved.
引用
收藏
页码:77 / 82
页数:6
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