1196586-83-0Relevant academic research and scientific papers
Nickel-catalyzed reduction of ketones with water and triethylsilane
Castellanos-Blanco, Nahury,Flores-Alamo, Marcos,García, Juventino J.
, p. 324 - 332 (2017/06/29)
The acetophenone (1a) reduction using catalytically active nickel complexes and water is an efficient and sustainable method to access a new methodology of transfer hydrogenation of ketones. When triethylsilane (Et3SiH) was used as sacrificial agent to promote the transfer hydrogenation from water, 1-phenylethanol (2a) was obtained in excellent yield along with silanol (Et3SiOH) as the reaction's driving force. Deuterium labeling studies were made using Et3SiD or D2O and these studies showed that both compounds participate as hydride sources for the ketone reduction. A scope of substrates was assessed, including a variety of mono/diketones, and α,β-unsaturated ketones, to yield the corresponding secondary alcohols and saturated ketones. Additionally, asymmetric transfer hydrogenation of mono-ketones was studied for the mixture of nickel/(bisphosphine or phospholane) as catalyst precursor, using H2O/Et3SiO system and ethanol as hydrogen sources.
Nickel-catalyzed transfer hydrogenation of ketones using ethanol as a solvent and a hydrogen donor
Castellanos-Blanco, Nahury,Arévalo, Alma,García, Juventino J.
, p. 13604 - 13614 (2016/09/04)
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-cyclooctadiene), 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.
Decomposition of methylnickel(II) amido, alkoxo, and alkyl complexes by β-hydrogen elimination: A comparative study
Matas, Inmaculada,Cámpora, Juan,Palma, Pilar,álvarez, Eleuterio
, p. 6515 - 6523 (2010/04/01)
Thermal decomposition of structurally related amido, alkoxo, and alkyl complexes of type [Ni(Me)(EC(H)RR′)(dippe)] (EC(H)RR′ = cyclo-NC4H8 (pyrrolidino), N(CH2Ph) 2, OCH2Ph, OCH(Me)Ph, and CH2/s
Selective hydrogenation of the C{double bond, long}O bond of ketones using Ni(0) complexes with a chelating bisphosphine
Flores-Gaspar, Areli,Pinedo-González, Paulina,Crestani, Marco G.,Mu?oz-Hernández, Miguel,Morales-Morales, David,Warsop, Brian A.,Jones, William D.,García, Juventino J.
, p. 1 - 11 (2009/12/26)
The nickel complexes [(dippe)Ni(η2-O,C-benzophenone)] (2), [(dippe)Ni(η2-O,C-4-methylbenzophenone)] (3), [(dippe)Ni(η2-O,C-acetophenone)] (4), [(dippe)Ni(η2-O,C-acetone)] (5), [(dippe)Ni(η2-O,C-fluore
