422-05-9Relevant articles and documents
Engineering Catalysts for Selective Ester Hydrogenation
Dub, Pavel A.,Batrice, Rami J.,Gordon, John C.,Scott, Brian L.,Minko, Yury,Schmidt, Jurgen G.,Williams, Robert F.
, p. 415 - 442 (2020/03/04)
The development of efficient catalysts and processes for synthesizing functionalized (olefinic and/or chiral) primary alcohols and fluoral hemiacetals is currently needed. These are valuable building blocks for pharmaceuticals, agrochemicals, perfumes, and so forth. From an economic standpoint, bench-stable Takasago Int. Corp.'s Ru-PNP, more commonly known as Ru-MACHO, and Gusev's Ru-SNS complexes are arguably the most appealing molecular catalysts to access primary alcohols from esters and H2 (Waser, M. et al. Org. Proc. Res. Dev. 2018, 22, 862). This work introduces economically competitive Ru-SNP(O)z complexes (z = 0, 1), which combine key structural elements of both of these catalysts. In particular, the incorporation of SNP heteroatoms into the ligand skeleton was found to be crucial for the design of a more product-selective catalyst in the synthesis of fluoral hemiacetals under kinetically controlled conditions. Based on experimental observations and computational analysis, this paper further extends the current state-of-the-art understanding of the accelerative role of KO-t-C4H9 in ester hydrogenation. It attempts to explain why a maximum turnover is seen to occur starting at 25 mol % base, in contrast to only 10 mol % with ketones as substrates.
Ru-Catalyzed Transfer Hydrogenation of Nitriles, Aromatics, Olefins, Alkynes and Esters
Alshakova, Iryna D.,Gabidullin, Bulat,Nikonov, Georgii I.
, p. 4860 - 4869 (2018/10/02)
This paper reports the preparation of new ruthenium(II) complexes supported by a pyrazole-phosphine ligand and their application to transfer hydrogenation of various substrates. These Ru complexes were found to be efficient catalysts for the reduction of nitriles and olefins. Heterocyclic compounds undergo transfer hydrogenation with good to moderate yields, affording examples of unusual hydrogenation of all-carbon-rings. Internal alkynes with bulky substituents show selective reduction to olefins with the unusual E–selectivity. Esters with strong electron-withdrawing groups can be reduced to the corresponding alcohols, if ethanol is used as the solvent. Possible mechanisms of hydrogenation and olefin isomerization are suggested on the basis of kinetic studies and labelling experiments.
Method for preparing 2,2,3,3,3-pentafluoropropanol
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Paragraph 0019-0046, (2018/05/16)
The invention discloses a method for preparing 2,2,3,3,3-pentafluoropropanol. According to the method, a metal phthalocyanine compound is taken as a catalyst, and 2,2,3,3,3-pentafluoropropanol is prepared through one-step catalytic oxidation of 1,1,1,2,2-pentafluoropropane in the presence of a solvent and an oxidizing agent, wherein the mass ratio of 1,1,1,2,2-pentafluoropropane, the catalyst, thesolvent and the oxidizing agent is 1:(0.01-0.1):(0.5-2):(0.05-0.5). The method for preparing 2,2,3,3,3-pentafluoropropanol has the advantages that the few reaction steps are used, operation is simple, raw materials are cheap and easy to obtain, the yield is high and the reaction condition is mild.
