Nickel-catalyzed transfer hydrogenation of ketones using ethanol as a solvent and a hydrogen donor

被引:69
作者
Castellanos-Blanco, Nahury [1 ]
Arevalo, Alma [1 ]
Garcia, Juventino J. [1 ]
机构
[1] Univ Nacl Autonoma Mexico, Fac Quim, Ciudad Univ, Mexico City 04510, DF, Mexico
关键词
ASYMMETRIC TRANSFER HYDROGENATION; RHODIUM(III) COMPLEXES; RUTHENIUM COMPLEXES; IRON(II) COMPLEXES; CARBONYL-COMPOUNDS; IRIDIUM COMPLEXES; ACETOPHENONE; LIGANDS; WATER; COORDINATION;
D O I
10.1039/c6dt02725c
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
We report a nickel(0)-catalyzed direct transfer hydrogenation (TH) of a variety of alkyl-aryl, diaryl, and aliphatic ketones with ethanol. This protocol implies a reaction in which a primary alcohol serves as a hydrogen atom source and solvent in a one-pot reaction without any added base. The catalytic activity of the nickel complex [(dcype)Ni(COD)] (e) (dcype: 1,2-bis(dicyclohexyl-phosphine) ethane, COD: 1,5-cycloocta-diene), towards transfer hydrogenation (TH) of carbonyl compounds using ethanol as the hydrogen donor was assessed using a broad scope of ketones, giving excellent results (up to 99% yield) compared to other homogeneous phosphine-nickel catalysts. Control experiments and a mercury poisoning experiment support a homogeneous catalytic system; the yield of the secondary alcohols formed in the TH reaction was monitored by gas chromatography (GC) and NMR spectroscopy.
引用
收藏
页码:13604 / 13614
页数:11
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