52390-72-4Relevant articles and documents
Ruthenium-Catalyzed Oxidation of Alkanes with Peracids
Murahashi, Shun-Ichi,Oda, Yoshiaki,Komiya, Naruyoshi,Naota, Takeshi
, p. 7953 - 7956 (1994)
The ruthenium-catalyzed oxidation of alkanes with peracids under mild conditions gives the corresponding ketones and alcohols highly efficiently.Similar treatment of alkanes in trifluoroacetic acid gives alkyl trifluoroacetates.
Production of Biomass-Based Automotive Lubricants by Reductive Etherification
Jadhav, Deepak,Grippo, Adam M.,Shylesh, Sankaranarayanapillai,Gokhale, Amit A.,Redshaw, John,Bell, Alexis T.
, p. 2527 - 2533 (2017)
Growing concern with the effects of CO2 emissions due to the combustion of petroleum-based transportation fuels has motivated the search for means to increase engine efficiency. The discovery of ethers with low viscosity presents an important opportunity to improve engine efficiency and fuel economy. We show here a strategy for the catalytic synthesis of such ethers by reductive etherification/O-alkylation of alcohols using building blocks that can be sourced from biomass. We find that long-chain branched ethers have several properties that make them superior lubricants to the mineral oil and synthetic base oils used today. These ethers provide a class of potentially renewable alternatives to conventional lubricants produced from petroleum and may contribute to the reduction of greenhouse gases associated with vehicle emissions.
Hydrosilylation of ketones catalyzed with Mg-Al-O-t-Bu hydrotalcite
Chen, Yaoyun,Bai, Ying,Peng, Jiajian,Li, Jiayun,Lai, Guoqiao
, p. 3689 - 3694 (2011)
In this article, a simple and efficient procedure of hydrosilylation of ketones catalyzed with Mg-Al-O-t-Bu hydrotalcite was described. Hydrosilylation of ketones with triethoxysilane was carried out smoothly at room temperature in the presence of Mg-Al- O-t-Bu hydrotalcite without solvent, and the conversions of ketones were more than 90%. The recyclability of Mg-Al-O-t-Bu hydrotalcite was also tested. Copyright Taylor & Francis Group, LLC.
Family of penta- and hexanuclear metallasilsesquioxanes: Synthesis, structure and catalytic properties in oxidations
Bilyachenko, Alexey N.,Kulakova, Alena N.,Shul'pina, Lidia S.,Levitsky, Mikhail M.,Korlyukov, Alexander A.,Khrustalev, Victor N.,Zubavichus, Yan V.,Dorovatovskii, Pavel V.,Tsareva, Ul'yana S.,Shubina, Elena S.,Petrov, Artem A.,Vorontsov, Nikolay V.,Shul'pin, Georgiy B.
, p. 133 - 141 (2018)
The deliberate synthesis of two types of prismatic cage-like metallasilsesquioxanes (hereinafter, referred to as CLMSs), viz., penta- and hexanuclear ones, is reported. It is shown that the size of the prismatic cage can be readily and reliably controlled by synthesis parameters. More specifically, the nuclearity shift from six, which is most common in CLMS chemistry (complexes 1–6, 8), to five, which is observed significantly more rarely, is achieved by applying pyridine as a key solvent/crystallization medium (complexes 7, 9–12). Structures of 1–12 were established by single-crystal X-ray diffraction. In sum, their composition could be described as [PhSiO1.5]12[CuO]6 (for hexanuclear products) or [RSiO1.5]10[MO]5 (R = Ph, Vin, M = Cu, Ni, Co for pentanuclear products). Compounds 7, 9–10 represent the rare examples of cage silsesquioxanes comprising pentagonal metalla-oxa rings of Cu(II) ions. The complex 10 is the very first observation of a co-crystal composed of different CLMS (i.e., two Co(II)5 and one Cu(II)5 prismatic cages). The compound 12 (Co5 cage with vinyl substituents at the silicon atoms) is the very first example of a pentanuclear CLMS-based coordination polymer. Complex 7 efficiently catalyzes oxidation of secondary alcohols to the corresponding ketones and alkanes to the corresponding alkyl hydroperoxides.
A CONVENIENT ONE-POT PROCEDURE FOR THE SELECTIVE REDUCTION OF KETONES IN THE PRESENCE OF ALDEHYDES
Paradisi, Mario Paglialunga,Zecchini, Pagani Giampiero,Ortar, Giorgio
, p. 5085 - 5088 (1980)
The title process has been accomplished by a three-step sequence involving protection of aldehyde as the imine, in situ reduction of ketone with lithium tri-tert-butoxyaluminohydride, and regeneration of aldehyde on hydrolytic work-up.
Iron(III) Complexation with Galactodendritic Porphyrin Species and Hydrocarbons’ Oxidative Transformations
Castro, Kelly A. D. F.,Westrup, Kátia C. M.,Silva, Sandrina,Pereira, Patrícia M. R.,Sim?es, Mário M. Q.,Neves, Maria da Gra?a P. M. S.,Cavaleiro, José A. S.,Tomé, Jo?o P. C.,Nakagaki, Shirley
, p. 2857 - 2869 (2021/07/14)
The iron metalation of the known free-base porphyrins H2P2 and H2P3, obtained by structural modification of the well-known TPPF20 (H2P1) with galactose dendritic units, gave the corresponding iron(III) porphyrin complex FeP2 and the solid hybrid material FeP3S. Their synthesis, characterization and catalytic efficacy toward the oxidation of the organic substrates (Z)-cyclooctene, cyclohexane and heptane, are reported. In this work, the possibility to modulate selectivity and chemical efficiency of the catalytic system by using simple and more sophisticated metalloporphyrins is demonstrated. Furthermore, the presence of the galactose dendrimer units at the meso-porphyrin ring positions can tune the oxidation at the terminal positions in linear alkanes. In addition, the FeP3S material was easily recovered and reused at least 3 times for the cyclooctene oxidation. The catalytic performance of material FeP3S, associated with their possibility of reuse, makes this material a promising catalyst.
Regioselective C-H hydroxylation of: N -alkanes using Shilov-type Pt catalysis in perfluorinated micro-emulsions
De Vos, Dirk E.,Janssen, Michiel
, p. 1264 - 1272 (2020/03/23)
Shilov-chemistry inspired catalysis has remained largely overlooked as a tool for establishing the remote hydroxylation of non-polar compounds, such as long linear alkanes, due to the need for an acidic aqueous solution. To circumvent the solubility issue, the concept of micellar catalysis is introduced, using PtII in perfluorinated micro-emulsions. Notably, the terminal C-H activation of n-heptane is demonstrated under an oxygen atmosphere using perfluorooctanoic acid (PFOA) as a surfactant, along with the intrinsic ability of PtII to convert the highly inert primary C-H bonds. Coordination of PtII to the carboxylate groups of PFOA proved to be particularly important for achieving maximum catalyst activity towards the hydrocarbon substrate solubilized inside the micelle interior. Based on these insights, optimization of the reaction parameters allowed a positional selectivity of 60% for 1-heptanol, among the C7 alcohols, to be achieved, using low catalyst and surfactant loadings under acid-free conditions.
