F:Flammable;
75-84-3Relevant academic research and scientific papers
Phosphate monoester hydrolysis in cyclohexane
Stockbridge, Randy B.,Wolfenden, Richard
, p. 18248 - 18249 (2009)
(Chemical Equation Presented) The hydrolysis of simple phosphate monoesters is among the most difficult reactions that are subject to catalysis by enzymes, and it has been suggested that extraction of the substrates from solvent water may contribute to th
The hydrolysis of phosphate diesters in cyclohexane and acetone
Stockbridge, Randy B.,Wolfenden, Richard
, p. 4306 - 4308 (2010)
The hydrolysis of phosphate diesters is one of the most difficult reactions known. Here we show that in acetone or cyclohexane, at 25°C, phosphodiesters undergo hydrolysis 5 × 105 and 2 × 109-fold more rapidly than in water, respecti
(Hexamethylbenzene)Ru catalysts for the Aldehyde-Water Shift reaction
Phearman, Alexander S.,Moore, Jewelianna M.,Bhagwandin, Dayanni D.,Goldberg, Jonathan M.,Heinekey, D. Michael,Goldberg, Karen I.
supporting information, p. 1609 - 1615 (2021/03/09)
The Aldehyde-Water Shift (AWS) reaction uses H2O as a benign oxidant to convert aldehydes to carboxylic acids, producing H2, a valuable reagent and fuel, as its sole byproduct. (Hexamethylbenzene)RuIIcomplexes are demonstrated to have higher activity and selectivity (up to 95%) for AWS over disproportionation than previously reported catalysts.
Catalytic enantioselective addition of alkylzirconium reagents to aliphatic aldehydes
Carter, Nicholas,González-Soria, María José,Maciá, Beatriz,Vaccari, Jade
, (2021/08/10)
A catalytic methodology for the enantioselective addition of alkylzirconium reagents to aliphatic aldehydes is reported here. The versatile and readily accessible chiral Ph-BINMOL ligand, in the presence of Ti(OiPr)4 and a zinc salt, facilitates the reaction, which proceeds under mild conditions and is compatible with functionalized nucleophiles. The alkylzirconium reagents are conveniently generated in situ by hydrozirconation of alkenes with the Schwartz reagent. This work is a continuation of our previous work on aromatic aldehydes.
Selective hydrogenation of primary amides and cyclic di-peptides under Ru-catalysis
Subaramanian, Murugan,Sivakumar, Ganesan,Babu, Jessin K.,Balaraman, Ekambaram
supporting information, p. 12411 - 12414 (2020/10/30)
A ruthenium(II)-catalyzed selective hydrogenation of challenging primary amides and cyclic di-peptides to their corresponding primary alcohols and amino alcohols, respectively, is reported. The hydrogenation reaction operates under mild and eco-benign conditions and can be scaled-up.
1-D manganese(ii)-terpyridine coordination polymers as precatalysts for hydrofunctionalisation of carbonyl compounds
Johnson, Jahvon,Li, Sihan,Mo, Zixuan,Neary, Michelle C.,Zeng, Haisu,Zhang, Guoqi,Zheng, Shengping
, p. 2610 - 2615 (2020/03/05)
Reductive catalysis with earth-abundant metals is currently of increasing importance and shows potential in replacing precious metal catalysis. In this work, we revealed catalytic hydroboration and hydrosilylation of ketones and aldehydes achieved by a structurally defined manganese(ii) coordination polymer (CP) as a precatalyst under mild conditions. The manganese-catalysed methodology can be applied to a range of functionalized aldehydes and ketones with turnover numbers (TON) of up to 990. Preliminary results on the regioselective catalytic hydrofunctionalization of styrenes by the Mn-CP catalyst are also presented.
Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides
Luo, Jie,Rauch, Michael,Avram, Liat,Ben-David, Yehoshoa,Milstein, David
supporting information, p. 21628 - 21633 (2021/01/11)
Direct hydrogenation of thioesters with H2 provides a facile and waste-free method to access alcohols and thiols. However, no report of this reaction is documented, possibly because of the incompatibility of the generated thiol with typical hydrogenation catalysts. Here, we report an efficient and selective hydrogenation of thioesters. The reaction is catalyzed by an acridine-based ruthenium complex without additives. Various thioesters were fully hydrogenated to the corresponding alcohols and thiols with excellent tolerance for amide, ester, and carboxylic acid groups. Thiocarbamates and thioamides also undergo hydrogenation under similar conditions, substantially extending the application of hydrogenation of organosulfur compounds.
Method for preparing alcoholic compound from aliphatic carboxylic acid without catalytic reaction
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Paragraph 0022, (2019/04/04)
The invention discloses a method for preparing an alcoholic compound from an aliphatic carboxylic acid without the catalytic reaction. In an inert gas atmosphere, 4,4,5,5-tetramethyl-1,3,2-dioxa-borolane and the carboxylic acid are evenly stirred and mixed in a dehydration and deoxidization reaction flask, and react for 8-10 hours to obtain a boric acid ester; and the carboxylic acid is acetic acid, caproic acid, valeric acid, heptylic acid, trimethylacetic acid, adipic acid and the like. The aliphatic carboxylic acid efficiently is used to react with borane to implement hydroboration withouta catalyst for the first time, and a novel scheme is provided for the preparation of the boric acid ester through hydroboration of a carbonyl compound and the borane and the further hydrolysis of theboric acid ester into an alcohol.
N-butyl lithium based fatty alcohol preparation method
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Paragraph 0023, (2019/05/08)
The invention relates to an n-butyl lithium based fatty alcohol preparation method. In an inert gas atmosphere, borane and aliphatic carboxylic acid are mixed, then n-butyl lithium taken as the catalyst is added to carry out hydroboration reactions; and after the hydroboration reactions, silica gel and methanol are added to carry out hydrolysis reactions to obtain the fatty alcohols. N-butyl lithium can efficiently catalyze the hydroboration reactions between carboxylic acids and borane at a room temperature, the used catalyst only accounts for 0.2 mol% of the carboxylic acids, compared with aconventional catalyst system, a commercial catalyst namely n-butyl lithium is adopted, the reaction conditions are mild, and the yield of fatty alcohols with different substitutes under restricted conditions is high.
Selective Hydrogenation of Carboxylic Acids to Alcohols or Alkanes Employing a Heterogeneous Catalyst
Ullrich, Johannes,Breit, Bernhard
, p. 785 - 789 (2018/02/14)
The chemoselective hydrogenation of carboxylic acids to either alcohols or alkanes is reported, employing a heterogeneous bimetallic catalyst consisting of rhenium and palladium supported on graphite. α-Chiral carboxylic acids were hydrogenated without loss of optical purity. The catalyst displays a reverse order of reactivity upon hydrogenation of different carboxylic functions with esters being less reactive than amides and carboxylic acids. This allows for chemoselective hydrogenation of an acid in the presence of an ester or an amide function.
