Hydrogenation Of Carboxylic Acids Research Articles

5585523 Process for the preparation of aldehydes by catalytic gas phase hydrogenation of carboxylic acid or their derivatives with the aid of a tin catalyst: Weiguny Jen; Borchert Holge; Gerdau Thomas Weiterstadt, Germany assigned to Hoechst Aktiengesellschaft

5585523 Process for the preparation of aldehydes by catalytic gas phase hydrogenation of carboxylic acid or their derivatives with the aid of a tin catalyst: Weiguny Jen; Borchert Holge; Gerdau Thomas Weiterstadt, Germany assigned to Hoechst Aktiengesellschaft

On the intermediates of the acetic acid reactions on oxides: an IR study

Adsorption of acetic acids has been studied by FT-IR on a series of adsorbents, known as good catalysts for the selective hydrogenation of carboxylic acids to corresponding aldehydes: SnO 2, TiO 2, Pt SnO 2 , Pt TiO 2 . Very similar adsorbed species are observed by FT-IR with all mentioned catalysts. The catalysts differ mainly by their behaviour upon increasing temperature program. The strongly bound unidentate or the bidentate, bound to the oxide, are the possible intermediates of the catalytic reaction to acetaldehyde.

Effect of calcination temperature during preparation of Ru−Sn-alumina catalysts on the hydrogenation of carboxylic acid

The conversion of a carboxylic acid was increased to 90% with 100% selectivity to the corresponding alcohol by calcination of the catalyst precursor, Sn/alumina, of Ru−Sn/alumina in the hydrogenation of the carboxylic acid.

Liquid phase hydrogenation of carboxylic acid catalyzed by supported bimetallic RuSnalumina catalyst: effects of tin compounds in impregnation method

The RuSn bimetallic system was one of the effective catalysts for selective hydrogenation of CO group in carboxylic acids. The type of tin compound used for the preparation of the bimetallic catalysts was important for the hydrogenation activity. The effective materials were K 2SnO 3 and Na 2SnO 3 for the hydrogenation of CO.

ChemInform Abstract: Hydrogenation of Carboxylic Acids Using Bimetallic Catalysts Consisting of Group 8 to 10, and Group 6 or 7 Metals.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Hydrogenation of carboxylic acids using bimetallic catalysts consisting of group 8 to 10, and group 6 or 7 metals

Hydrogenation of carboxylic acids to alcohols was effectively catalyzed by bimetallic systems consisting of Group 8 to 10 late transition-metals, and Group 6 or 7 early transition-metal carbonyls. These catalysts easily converted α,ω-dicarboxylic acid monoesters into ω-hydroxyalkanoic esters in good yields.

Acid-base bifunctional catalysis by ZrO 2 and its mixed oxides

Examples of acid-base bifunctional catalysis by ZrO 2 and its mixed oxides are summarized. The hydrogenation of olefins, carbon monoxide and aromatic carboxylic acids over ZrO 2 are also examples of acid-base bifunctional catalysis which occur by heterolytic splitting of a hydrogen molecule (H 2) into a proton (H +) and a hydride ion (H −) on the acid-base pair sites. Industrial applications of ZrO 2 catalysts are demonstrated, the importance of acid-base bifunctional catalysis by ZrO 2 and its mixed oxides being emphasized.

Selective hydrogenation of acetic acid towards acetaldehyde

As a model reaction for the selective hydrogenation of carboxylic acids towards aldehydes, the reaction of acetic acid towards acetaldehyde has been investigated. Various oxides are used as catalysts, including platinum-enriched oxides. It appeared that oxides with a moderate metal-oxygen bond strength are good catalysts, provided that a source of activated hydrogen is present. On exposure to molecular hydrogen zero-valent metals can produce activated hydrogen. Addition of precious metals, such as Pt, or completely reducing part of the oxidic catalyst can provide the zero-valent metal. The hydrogenation probably occurs on the oxidic surface by a Mars and Van Krevelen type of mechanism.

An infrared study of selective hydrogenation of carboxylic acids to corresponding aldehydes over a ZrO2 catalyst: pivalic acid to 2,2-dimethylpropanal

A selective hydrogenation of pivalic acid ((CH3)3C-COOH) to 2,2-dimethylpropanal ((CH3)3C-CHO) was studied by infrared spectroscopy. While pivalic acid adsorbed on Cr2O3-ZrO2 as a carboxylate ((CH3)3C-COC−) above 303 K and decomposed at 773 K, it was reduced by H2 at 623 K. The adsorbed aldehyde changed into the carboxylic acid ion species above 523 K via several intermediate species observed below 303 K.

ChemInform Abstract: Asymmetric Transfer Hydrogenation of Prochiral Carboxylic Acids Catalyzed by a Five‐Coordinate Ru(II)‐binap Complex.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Asymmetric transfer hydrogenation of prochiral carboxylic acids catalyzed by a five-coordinate Ru(II)-binap complex

Asymmetric transfer hydrogenation of representative prochiral carboxylic acids was performed, using [RuH(binap) 2]PF6 as a catalyst and 2-propanol or ethanol as a hydrogen source.

Asymmetric hydrogenation of prochiral carboxylic acids catalyzed by the five-coordinate ruthenium(II)-hydride complex [RuH(binap) 2]PF 6(binap = R- or S-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl)

The five-coordinate complex [RuH(binap)2]PF 6 (I, binap = ( R)- or ( S)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl) has been found to have sufficient catalytic activity for asymmetric hydrogenation of itaconic acid and other prochiral carboxylic acids under mild conditions. The catalytic hydrogenation of itaconic acid by I was examined under a variety of conditions, and the addition of triethylamine was found to effect high enantioselectivities (> 90% ee). 1H and 31P NMR examinations of reaction mixtures of I and itaconic acid under conditions similar to the hydrogenation suggested the formation of ruthenium species containing one binap chelate.

Asymmetric hydrogenation of prochiral carboxylic acids and functionalized carbonyl compounds catalysed by ruthenium(II)-binap complexes with aryl nitriles (binap = ( R)- or ( S)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl)

Complexes RuCl 2(ArCN) 2(binap), II (binap = ( R)- or ( S)-2,2′-bis(diphenylphosphino)- 1,1′-binaphthyl; ArCN = benzonitrile, a; 2-furancarbonitrile, b; pentafluorobenzonitrile, c) were prepared, and their solution properties were investigated by 31P NMR measurements. The catalytic activities and enantioselectivities for IIa–c catalysed hydrogenation of some prochiral acids were very similar to those provided by Ru 2Cl 4(binap) 2(NEt 3), I. In the hydrogenation of β-functionalized carbonyl compounds, however, IIa–c showed considerably lower activities and/or selectivities, compared with complex I. The differences in IIa–c catalysed reactions are discussed in relation to the coordinating abilities of ArCN in II.

General synthesis of novel chiral ruthenium catalysts and their use in asymmetric hydrogenation

The first general synthesis of mononuclear hexacoordinate chiral ruthenium-complexes is presented. Four chiral ruthenium(II)(2-methylallyl) 2 complexes containing Diop, Chiraphos, Norphos, and Binap were prepared in 50–71% yield under mild conditions, and were found to be effective for asymmetric hydrogenation of unsaturated carboxylic acids to give the corresponding saturated derivatives attaining 90% optical purity.

Hydrogenation of Unsaturated Carboxylic Acid Catalyzed by Platinum–Silica Coupled with Alkylsilyl Chloride

Abstract Platinum–silica catalysts coupled with alkylsilyl chloride were prepared for the regioselective hydrogenation of unsaturated compounds. These catalysts were stable in polar solvents. It was found that the carbon–carbon double bond far from a hydrophilic site was more rapidly hydrogenated in this catalyst system.

Stereochemistry and mechanism of the asymmetric hydrogenation of unsaturated carboxylic acids catalyzed by binap—-ruthenium(II) dicarboxylate complexes

The stereochemical course and pattern of deuterium incorporation of the hydrogenation of unsaturated carboxylic acids catalyzed by Ru(OCOCH 3) 2(binap) indicate operation of a mechanism involving metal monohydride complexes.

Hydrogenation of carboxylic acids by rhenium‐osmium bimetallic catalyst

AbstractHydrogenation of carboxylic acids to alcohols at low temperature and under low pressure was achieved by using a new catalyst system, a rhenium‐osmium bimetallic catalyst. The most active catalyst was prepared by the reductionof the corresponding metal oxides with hydrogen in the presence of succinic acid. Decanoic acid was hydrogenated to decanol in high conversions at 25∼100 atm and 100∼120°C. Decane was formed as a by‐product by overreduction of the alcohol. The selectivity of alcohol was improved by the addition of thiophene as a modifier of the catalyst.

ChemInform Abstract: Asymmetric Hydrogenation of Unsaturated Carboxylic Acids Catalyzed by BINAP‐Ruthenium(II) Complexes.

AbstractThe α,β‐unsaturated carboxylic acids (I) are hydrogenated in the presence of a chiral ruthenium catalyst, yielding the optically active saturated acids (II).

Asymmetric hydrogenation of unsaturated carboxylic acids catalyzed by BINAP-ruthenium(II) complexes

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAsymmetric hydrogenation of unsaturated carboxylic acids catalyzed by BINAP-ruthenium(II) complexesTetsuo Ohta, Hidemasa Takaya, Masato Kitamura, Katsunori Nagai, and Ryoji NoyoriCite this: J. Org. Chem. 1987, 52, 14, 3174–3176Publication Date (Print):July 1, 1987Publication History Published online1 May 2002Published inissue 1 July 1987https://doi.org/10.1021/jo00390a043RIGHTS & PERMISSIONSArticle Views4257Altmetric-Citations286LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (444 KB) Get e-AlertsSupporting Info (1)»Supporting Information Supporting Information Get e-Alerts

Phosphine-substituted ruthenium carbonyl carboxylates

The behaviour of the [Ru 2(CO) 4(CH 3COO) 2] n /tributylphosphine/acetic acid system has been investigated as a function of reaction conditions and molar ratios of reactants. Tricyclohexylphosphine and triethylphosphite were also used as ligands and investigation was extended to the related oxalic, malonic, succinic, glutaric and adipic acid derivatives. These derivatives were isolated and characterized in view of their possible role as catalysts in the homogeneous hydrogenation of carboxylic acids in the presence of phosphine- or phosphite-substituted ruthenium carbonyl derivatives.