100-49-2Relevant articles and documents
Iron catalysed selective reduction of esters to alcohols
Tamang, Sem Raj,Cozzolino, Anthony F.,Findlater, Michael
, p. 1834 - 1838 (2019)
The reaction of (dppBIAN)FeCl2 with 3 equivalents of n-BuLi affords a catalytically active anionic Fe complex; the nature of the anionic complex was probed using EPR and IR experiments and is proposed to involve a dearomatized, radical, ligand scaffold. This complex is an active catalyst for the hydrosilylation of esters to afford alcohols; loadings as low as 1 mol% were employed.
A visible-light-driven transfer hydrogenation on CdS nanoparticles combined with iridium complexes
Li, Jun,Yang, Jinhui,Wen, Fuyu,Li, Can
, p. 7080 - 7082 (2011)
A visible-light-driven transfer hydrogenation of carbonyl and CC compounds has been developed by coupling CdS nanoparticles with iridium complexes, exhibiting high activities, excellent selectivities and a unique pH-dependent catalytic activity.
Manganese-catalysed transfer hydrogenation of esters
Oates, Conor L.,Widegren, Magnus B.,Clarke, Matthew L.
, p. 8635 - 8638 (2020)
Manganese catalysed ester reduction using ethanol as a hydrogen transfer agent in place of dihydrogen is reported. High yields can be achieved for a range of substrates using 1 mol% of a Mn(i) catalyst, with an alkoxide promoter. The catalyst is derived from a tridentate P,N,N ligand.
Highly selective and efficient hydrogenation of carboxylic acids to alcohols using titania supported Pt catalysts
Manyar, Haresh G.,Paun, Cristina,Pilus, Rashidah,Rooney, David W.,Thompson, Jillian M.,Hardacre, Christopher
, p. 6279 - 6281 (2010)
Selective hydrogenation of carboxylic acids to alcohols and alkanes has been achieved under remarkably mild reaction temperatures and H2 pressures (333 K, 0.5 MPa) using Pt/TiO2 catalyst.
Indium tri(isopropoxide)-catalyzed selective Meerwein-Ponndorf-Verley reduction of aliphatic and aromatic aldehydes
Lee, Jaeyoung,Ryu, Taekyu,Park, Sangjune,Lee, Phil Ho
, p. 4821 - 4825 (2012)
Indium tri(isopropoxide)-catalyzed Meerwein-Ponndorf-Verley reduction of aliphatic and aromatic aldehydes in 2-propanol gave selectively the corresponding primary alcohols in good to excellent yields at room temperature. A wide range of functional groups including alkene, ether, ketone, ester, nitrile, and nitro were tolerated under the optimum reaction conditions. Chemoselective reductions were also achieved not only between aromatic aldehyde, aromatic ketone, and epoxide but also between aliphatic aldehyde and alkene.
Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids
Shinde, Sunil B.,Deshpande, Raj M.
, p. 1137 - 1142 (2019)
Hydrogenation of aromatic dicarboxylic acids gave 100 % selectivity to respective cyclohexane dicarboxylic acid with 5 % Pd/C catalyst. 5 % Ru/C catalyst was observed to give over hydrogenation products at 493 K and at lower temperature (453 K) the selectivity for cyclohexane dicarboxylic acids was increased. Hydrogenation of phthalic acid with Ru-Sn/Al2O3 catalyst was observed to give phthalide instead of 1,2-benzene dimethanol or 2-hydroxy methyl benzoic acid. Ru-Sn/Al2O3 catalyst selectively hydrogenated the carboxylic group of cyclohexane dicarboxylic acids to give cyclohexane dimethanol. Use of proper catalysts and reaction conditions resulted in desired products.
Expanding the Catalytic Scope of (Cyclopentadienone)iron Complexes to the Hydrogenation of Activated Esters to Alcohols
Gajewski, Piotr,Gonzalez-de-Castro, Angela,Renom-Carrasco, Marc,Piarulli, Umberto,Gennari, Cesare,de Vries, Johannes G.,Lefort, Laurent,Pignataro, Luca
, p. 3431 - 3435 (2016)
Herein, we report the application of easy-to-make and bench-stable (cyclopentadienone)iron complexes (such as 1) as precatalysts for the hydrogenation of esters. After optimization of the reaction conditions (i.e., solvent, temperature, pressure), complex 1 was tested in the hydrogenation of a range of esters. With most of the activated trifluoroacetate esters, quantitative formation of 2,2,2-trifluoroethanol was obtained at low catalyst loadings. For nonactivated esters, no reaction was observed. Trifluoroacetic acid, a common impurity in hydrolytically labile trifluoroacetate esters, was shown to act as a poison for the catalyst. However, the simple addition of Et3N allowed the catalyst activity to be restored. Our study constitutes the first examples of ester hydrogenation with an Fe complex based on a non-pincer ligand.
On water and in air: Fast and highly chemoselective transfer hydrogenation of aldehydes with iridium catalysts
Wu, Xiaofeng,Liu, Jianke,Li, Xiaohong,Zanotti-Gerosa, Antonio,Hancock, Fred,Vinci, Daniele,Ruan, Jiwu,Xiao, Jianliang
, p. 6718 - 6722 (2006)
(Chemical Equation Presented) Water as solvent: A fast, selective, and high-yielding transfer hydrogenation of a wide range of aldehydes is achieved using IrIII catalysts containing simple ethylene-diamine (en) ligands (see scheme; Ts = p-toluenesulfonyl, TOF = turnover frequency). This procedure is suitable for aldehydes with a wide range of functional groups.
Iron-catalyzed reduction of carboxylic esters to alcohols
Junge, Kathrin,Wendt, Bianca,Zhou, Shaolin,Beller, Matthias
, p. 2061 - 2065 (2013)
A novel catalytic system formed from Fe(stearate)2/NH 2CH2CH2NH2 and polymethylhydrosiloxane was directly developed for the hydrosilylation of carboxylic acid esters to alcohols. The catalytic method exhibits broad substrate scope, including 20 aliphatic, aromatic, and heterocyclic esters. The corresponding alcohols are obtained in moderate to very good yields. The first iron-catalyzed hydrosilylation of carboxylic acid esters to alcohols is described. A catalytic system formed by Fe(stearate)2/NH 2CH2CH2NH2 and polymethylhydrosiloxane (PMHS) is used for this transformation, which has a broad substrate scope, including 20 aliphatic, aromatic, and heterocyclic esters. The corresponding alcohols are obtained in moderate to very good yields. Copyright
LANTHANOIDS IN ORGANIC SYNTHESES 7. SELECTIVE REDUCTIONS OF CARBONYL GROUPS IN AQUEOUS ETHANOL SOLUTION.
Gemal, A. L.,Luche, J. L.
, p. 4077 - 4080 (1981)
Trivalent lanthanoid ions were shown to permit the selective reductions of conjugated aldehydes in the presense of non-conjugated ones.CrCl3 is also effective in selective ketone reduction in the presence of aldehydes.
