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

来源：

INORGANICA CHIMICA ACTA | 2014年 / 411卷

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

页码：77 / 82

页数：6

共 50 条

[21] Amino alcohol coordination in ruthenium(II)-catalysed asymmetric transfer hydrogenation of ketones
Petra, DGI
Kamer, PCJ
van Leeuwen, PWNM
Goubitz, K
Van Loon, AM
de Vries, JG
Schoemaker, HE
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 1999, (12) : 2335 - 2341
[22] A chiral ferrocene-tethered ruthenium diamine catalyst for asymmetric transfer hydrogenation of ketones
Fu, Xinpeng
Yu, Hanxiao
Gao, Haoyang
Dai, Yuhao
Yang, He
Tang, Wenjun
ORGANIC CHEMISTRY FRONTIERS, 2025,
[23] Mechanochemical, Water-Assisted Asymmetric Transfer Hydrogenation of Ketones Using Ruthenium Catalyst
Kolcsar, Vanessza Judit
Szollosi, Gyorgy
CHEMCATCHEM, 2022, 14 (03)
[24] Highly efficient iridium catalyst for asymmetric transfer hydrogenation of aromatic ketones under base-free conditions
Dong, ZR
Li, YY
Chen, JS
Li, BZ
Xing, Y
Gao, JX
ORGANIC LETTERS, 2005, 7 (06) : 1043 - 1045
[25] New Bis(oxazolinyl)phenyl-Ruthenium(II) Complexes and Their Catalytic Activity for Enantioselective Hydrogenation and Transfer Hydrogenation of Ketones
Ito, Jun-ichi
Ujiie, Satoshi
Nishiyama, Hisao
ORGANOMETALLICS, 2009, 28 (02) : 630 - 638
[26] 2-azanorbornyl alcohols: Very efficient ligands for ruthenium-catalyzed asymmetric transfer hydrogenation of aromatic ketones
Alonso, DA
Nordin, SJM
Roth, P
Tarnai, T
Andersson, PG
Thommen, M
Pittelkow, U
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (10): : 3116 - 3122
[27] Iron(II) Complexes for the Efficient Catalytic Asymmetric Transfer Hydrogenation of Ketones
Meyer, Nils
Lough, Alan J.
Morris, Robert H.
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (22) : 5605 - 5610
[28] A Ruthenium Catalyst with Simple Triphenylphosphane for the Enantioselective Hydrogenation of Aromatic Ketones
Zhou, Han
Huang, Hanmin
CHEMCATCHEM, 2013, 5 (08) : 2253 - 2257
[29] Advances in Catalyst Systems for the Asymmetric Hydrogenation and Transfer Hydrogenation of Ketones
Stefane, Bogdan
Pozgan, Franc
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 2014, 56 (01): : 82 - 174
[30] An efficient Ir(III) catalyst for the asymmetric transfer hydrogenation of ketones in neat water
Li, Xiaohong
Blacker, John
Houson, Ian
Wu, Xiaofeng
Xiao, Jianliang
SYNLETT, 2006, (08) : 1155 - 1160

← 1 2 3 4 5 →