480-63-7Relevant academic research and scientific papers
Electrophilic aromatic substitution of arenes with CO2 mediated by R3SiB(C6F5)4
Konno, Megumi,Chiba, Masafumi,Nemoto, Koji,Hattori, Tetsutaro
, p. 913 - 914,2 (2012)
The FriedelCrafts- type carboxylation of arenes has been achieved by activating CO2 with silylium borates. The reaction exhibits broader substrate applicability than does our previously reported AlX3/R 3SiX-mediated carboxylation.
An efficient chromium(iii)-catalyzed aerobic oxidation of methylarenes in water for the green preparation of corresponding acids
Jiang, Feng,Liu, Shanshan,Wei, Yongge,Yan, Likai,Yu, Han,Zhao, Wenshu
supporting information, p. 12413 - 12418 (2021/09/28)
A highly efficient method to oxidize methylarenes to their corresponding acids with a reusable Cr catalyst was developed. The reaction can be carried out in water with 1 atm oxygen and K2S2O8as cooxidants, proceeds under green and mild conditions, and is suitable for the oxidation of both electron-deficient and electron-rich methylarenes, including heteroaryl methylarenes, even at the gram level. The excellent result, together with its simplicity of operation and the ability to continuously reuse the catalyst, makes this new methodology environmentally benign and cost-effective. The generality of this methodology gives it the potential for use on an industrial scale. Differing from the accepted oxidation mechanism of toluene, GC-MS studies and DFT calculations have revealed that the key benzyl alcohol intermediate is formed under the synergetic effect of the chromium and molybdenum in the Cr catalyst, which can be further oxidized to afford benzaldehyde and finally benzoic acid.
Method for preparing 2, 4, 6-trimethylbenzoic acid from mesitylene and carbon dioxide
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Paragraph 0019-0030, (2021/04/17)
The invention discloses a method for preparing 2, 4, 6-trimethylbenzoic acid from mesitylene and carbon dioxide. The method comprises the step of synthesizing 2, 4, 6-trimethylbenzoic acid by taking mesitylene as a raw material, lewis acid as a catalyst and carbon dioxide as a carbon source under certain pressure and temperature. Oxidants such as potassium permanganate are not used. The method has the highest atom utilization rate of the synthesis reaction, and has atom economy and good industrial application prospect.
Highly efficient oxidation of alcohols to carboxylic acids using a polyoxometalate-supported chromium(iii) catalyst and CO2
Han, Sheng,Wang, Ying,Wei, Yongge,Wu, Zhikang,Yu, Han
, p. 3150 - 3154 (2020/06/19)
Direct catalytic oxidation of alcohols to carboxylic acids is very attractive, but economical catalysis systems have not yet been well established. Here, we show that a pure inorganic ligand-supported chromium compound, (NH4)3[CrMo6O18(OH)6] (simplified as CrMo6), could be used to effectively promote this type of reaction in the presence of CO2. In almost all cases, oxidation of various alcohols (aromatic and aliphatic) could be achieved under mild conditions, and the corresponding carboxylic acids can be achieved in high yield. The chromium catalyst 1 can be reused several times with little loss of activity. Mechanism study and control reactions demonstrate that the acidification proceeds via the key oxidative immediate of aldehydes.
Pd(II) porphyrins: Synthesis, singlet oxygen generation and photoassisted oxidation of aldehydes to carboxilic acids
Pandey, Vijayalakshmi,Jain, Drishti,Pareek, Nitesh,Gupta, Iti
, (2020/01/08)
The synthesis and spectral studies of A3B and A2B2 type porphyrins and their Pd(II) complexes are reported. The meso-positions on porphyrin macrocycle are substituted with pentafluorophenyl and N-butylcarbazole or triphenylamine groups. Pd(II) porphyrins displayed decent phosphorescence ~670 nm and are able to produce singlet oxygen by type II pathway, after photoirradiation. The calculated singlet oxygen quantum yields for Pd(II) porphyrins are (ΦΔ = 30%–63%). The catalytic application of Pd(II) porphyrins towards photoassisted aerobic oxidation of aromatic aldehydes to carboxylic acids is demonstrated.
Preparation method of 2,4,6-trimethyl benzoic acid
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Paragraph 0025-0030, (2019/11/13)
The invention provides a preparation method of 2,4,6-trimethyl benzoic acid. The preparation method of the 2,4,6-trimethyl benzoic acid comprises the following steps that step (1) a Friedel-Crafts reaction is carried out, specifically, 1,3,5-trimethylbenzene is used as a raw material and subjected to the Friedel-Crafts reaction with trichloro-acetic chloride under the action of a catalyst; and step (2) a hydrolysis reaction is carried out, specifically, a product obtained in the step (1) is hydrolyzed under the acidic condition to obtain the 2,4,6-trimethyl benzoic acid. The preparation methodof the 2,4,6-trimethyl benzoic acid has the advantages of high reaction conversion, less pollution, improved yield and purity of the product and the like, and is suitable for industrial production.
Sodium Methyl Carbonate as an Effective C1 Synthon. Synthesis of Carboxylic Acids, Benzophenones, and Unsymmetrical Ketones
Hurst, Timothy E.,Deichert, Julie A.,Kapeniak, Lucas,Lee, Roland,Harris, Jesse,Jessop, Philip G.,Snieckus, Victor
supporting information, p. 3882 - 3885 (2019/06/07)
Reported is the synthesis of carboxylic acids, symmetrical ketones, and unsymmetrical ketones with selectivity achieved by exploiting the differential reactivity of sodium methyl carbonate with Grignard and organolithium reagents.
Carboxylation of Aryl Triflates with CO2 Merging Palladium and Visible-Light-Photoredox Catalysts
Bhunia, Samir Kumar,Das, Pritha,Nandi, Shantanu,Jana, Ranjan
supporting information, p. 4632 - 4637 (2019/06/27)
We report herein a visible-light-promoted, highly practical carboxylation of readily accessible aryl triflates at ambient temperature and a balloon pressure of CO2 by the combined use of palladium and photoredox Ir(III) catalysts. Strikingly, the stoichiometric metallic reductant is replaced by a nonmetallic amine reductant providing an environmentally benign carboxylation process. In addition, one-pot synthesis of a carboxylic acid directly from phenol and modification of estrone and concise synthesis of pharmaceutical drugs adapalene and bexarotene have been accomplished via late-stage carboxylation reaction. Furthermore, a parallel decarboxylation-carboxylation reaction has been demonstrated in an H-type closed vessel that is an interesting concept for the strategic sector. Spectroscopic and spectroelectrochemical studies indicated electron transfer from the Ir(III)/DIPEA combination to generate aryl carboxylate and Pd(0) for catalytic turnover.
Palladium-Catalyzed Visible-Light-Driven Carboxylation of Aryl and Alkenyl Triflates by Using Photoredox Catalysts
Shimomaki, Katsuya,Nakajima, Tomoya,Caner, Joaquim,Toriumi, Naoyuki,Iwasawa, Nobuharu
supporting information, p. 4486 - 4489 (2019/06/24)
A visible-light-driven carboxylation of aryl and alkenyl triflates with CO2 is developed by using a combination of Pd and photoredox catalysts. This reaction proceeds under mild conditions and can be applied to a wide range of substrates including acyclic alkenyl triflates.
Palladium complex containing diphosphine m-carborane ligand as well as preparation and application of palladium complex
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Paragraph 0059-0062, (2019/12/02)
The invention relates to a palladium complex containing a diphosphine m-carborane ligand as well as a preparation and an application of the palladium complex. The preparation method of the palladium complex comprises the following steps of 1) adding an n-BuLi solution into a m-carborane solution, and then reacting for 30-60 minutes at a room temperature; 2) adding diphenyl phosphorus chloride, andreacting for 3-6 h at the room temperature; and 3) adding PdCl2, reacting at the room temperature for 3-5 hours, and carrying out post-treatment to obtain the palladium complex. The palladium complexis used for catalyzing the reaction of halohydrocarbon with carbon dioxide to synthesize carboxylic acid. Compared with the prior art, the synthesis process is simple and green, and has the excellentselectivity and high yield; the palladium complex has the stable physicochemical properties and is used as the catalyst, the halogenated hydrocarbon is used as a substrate, the palladium complex andthe halogenated hydrocarbon are jointly dissolved in toluene, and the carbon dioxide is introduced at the normal pressure for reaction, so that the corresponding carboxylic acid can be synthesized athigh yield.

