74-11-3Relevant academic research and scientific papers
A novel immobilised cobalt(III) oxidation catalyst
Das, Birinchi K.,Clark, James H.
, p. 605 - 606 (2000)
A complex form of cobalt(III) has been successfully immobilised on a chemically modified silica and proven to be an active catalyst for the selective oxidation of alkylaromatics using air as the source of oxygen and in the absence of solvent.
EVIDENCE D'UN MECANISME DE CATALYSE PAR TRANSFERT MONOELECTRONIQUE (ETC) POUR LA REACTION DE CANNIZZARO, EN PHASE HETEROGENE, EN CONDITIONS SONOCHIMIQUES
Fuentes, A.,Marinas, J.M.,Sinisterra, J.V.
, p. 2947 - 2950 (1987)
Additional evidence about an Electron Transfer Catalysis Mechanism (ETC) in the Cannizzaro reaction, catalyzed by solid bases under sonochemical conditions is shown.The reducing sites of basic solids and the ultrasound act in the first step of the ETC mechanism.
Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process
Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun
supporting information, p. 2020 - 2024 (2022/03/31)
A visible-light-promoted atomic substitution reaction for transforming thiocacids into carboxylic acids with dimethyl sulfoxide (DMSO) as the oxygen source has been developed, affording various alkyl and aryl carboxylic acids in over 90% yields. The atomic substitution process proceeds smoothly through the photochemical reactivity of the formed hydrogen-bonding adduct between thioacids and DMSO. A DMSO-involved proton-coupled electron transfer (PCET) and the simultaneous generation of thiyl and hydroxyl radicals are proposed to be key steps for realizing the transformation.
Stepwise benzylic oxygenation via uranyl-photocatalysis
Hu, Deqing,Jiang, Xuefeng
supporting information, p. 124 - 129 (2022/01/19)
Stepwise oxygenation at the benzylic position (1°, 2°, 3°) of aromatic molecules was comprehensively established under ambient conditions via uranyl photocatalysis to produce carboxylic acids, ketones, and alcohols, respectively. The accuracy of the stepwise oxygenation was ensured by the tunability of catalytic activity in uranyl photocatalysis, which was adjusted by solvents and additives demonstrated through Stern–Volmer analysis. Hydrogen atom transfer between the benzylic position and the uranyl catalyst facilitated oxygenation, further confirmed by kinetic studies. Considerably improved efficiency of flow operation demonstrated the potential for industrial synthetic application.
Gram-scale synthesis of carboxylic acids via catalytic acceptorless dehydrogenative coupling of alcohols and hydroxides at an ultralow Ru loading
Chen, Cheng,Cheng, Hua,Verpoort, Francis,Wang, Zhi-Qin,Wu, Zhe,Yuan, Ye,Zheng, Zhong-Hui
, (2021/12/13)
Acceptorless dehydrogenative coupling (ADC) of alcohols and water/hydroxides is an emergent and graceful approach to produce carboxylic acids. Therefore, it is of high demand to develop active and practical catalysts/catalytic systems for this attractive transformation. Herein, we designed and fabricated a series of cyclometallated N-heterocyclic carbene-Ru (NHC-Ru) complexes via ligand tuning of [Ru-1], the superior complex in our previous work. Gratifyingly, gram-scale synthesis of carboxylic acids was efficiently enabled at an ultralow Ru loading (62.5 ppm) in open air. Moreover, effects of distinct ancillary NHC ligands and other parameters on this catalytic process were thoroughly studied, while further systematic studies were carried out to provide rationales for the activity trend of [Ru-1]-[Ru-7]. Finally, determination of quantitative green metrics illustrated that the present work exhibited superiority over representative literature reports. Hopefully, this study could provide valuable input for researchers who are engaging in metal-catalyzed ADC reactions.
Cleavage of Carboxylic Esters by Aluminum and Iodine
Sang, Dayong,Yue, Huaxin,Fu, Yang,Tian, Juan
, p. 4254 - 4261 (2021/03/09)
A one-pot procedure for deprotecting carboxylic esters under nonhydrolytic conditions is described. Typical alkyl carboxylates are readily deblocked to the carboxylic acids by the action of aluminum powder and iodine in anhydrous acetonitrile. Cleavage of lactones affords the corresponding ω-iodoalkylcarboxylic acids. Aryl acetylates undergo deacetylation with the participation of the neighboring group. This method enables the selective cleavage of alkyl carboxylic esters in the presence of aryl esters.
Catalytic alcohol oxidation using cationic Schiff base manganeseIII complexes with flexible diamino bridge
Kakavand, Meysam,Mastrorilli, Piero,Mesto, Ernesto,Neshat, Abdollah,Osanlou, Farzane,Schingaro, Emanuela,Todisco, Stefano
, (2020/11/04)
Four Schiff base manganese(III) complexes with derivatives of [(R,R)-N,N’-bis(salicy1idene)-1,2-cyclohexanediaminato)] including substituents on salicylaldehyde such as 3-methoxy, 3,5-di-tert-butyl and 3,5-chloro were synthesized and characterized using a combination of IR, UV–Vis, and HR ESI-MS techniques. The catalytic activity of these complexes was tested in the oxidation of 1-phenylethanol to acetophenone, revealing very good performances for all of the four manganese complexes. The catalytic reactions were carried out in the presence of tert-butyl hydroperoxide (TBHP) as oxidant and imidazole as co-catalyst. Complex Mn-4, bearing electron withdrawing [(R,R)-N,N’-bis(3,5-di-chloro-salicylidene)-1,2-cyclohexanediaminato)] ligand was found to be the most stable of the tested Mn(III) complexes and was selected for the oxidation of several primary and secondary alcohols.
Merging N-Hydroxyphthalimide into Metal-Organic Frameworks for Highly Efficient and Environmentally Benign Aerobic Oxidation
Wang, Man,Liang, Gan,Wang, Yunhao,Fan, Tao,Yuan, Baoling,Liu, Mingxian,Yin, Ying,Li, Liangchun
supporting information, p. 9674 - 9685 (2021/06/09)
Two highly efficient metal-organic framework catalysts TJU-68-NHPI and TJU-68-NDHPI have been successfully synthesized through solvothermal reactions of which the frameworks are merged with N-hydroxyphthalimide (NHPI) units, resulting in the decoration of pore surfaces with highly active nitroxyl catalytic sites. When t-butyl nitrite (TBN) is used as co-catalyst, the as-synthesized MOFs are demonstrated to be highly efficient and recyclable catalysts for a novel three-phase heterogeneous oxidation of activated C?H bond of primary and secondary alcohols, and benzyl compounds under mild conditions. Based on the high efficiency and selectivity, an environmentally benign system with good sustainability, mild conditions, simple work-up procedure has been established for practical oxidation of a wide range of substrates.
Green synthesis of a vanadium(V) Schiff base complex by grinding method: study on its catalytic and anti-bacterial activity
Boruah, Jeena Jyoti,Bhatt, Zankhana S.,Nathani, Chirag R.,Bambhaniya, Vaishali J.,Guha, Ankur Kanti,Das, Siva Prased
, p. 2055 - 2068 (2021/06/27)
A facile protocol was developed for the green synthesis of a Schiff base and its vanadium(V) complex. The compounds were derived from salicylaldehyde, diethylenetriamine and vanadyl sulfate by applying grinding method to overcome environmental issues with solvents. The reactions took place rapidly and products were isolated pure. The compounds were characterized with elemental, EDX, mass spectrometry, magnetic susceptibility, molar conductance, UV-vis, FTIR and NMR analysis. The synthesized vanadium(V) complex was an efficient and selective catalyst towards oxidation of organic sulfides and alcohols. The oxidation reactions were conducted under microwave irradiation as well as conventional heating. A reaction mechanism has been proposed for the catalytic oxidation reactions. The mechanism was further established by using GAUSSIAN16 suite. The complex also showed good anti-bacterial activity against Gram-positive and Gram-negative bacteria.
Cu(II)-Based Ionic Liquid Supported on SBA-15 Nanoparticles Catalyst for the Oxidation of Various Alcohols into Carboxylic Acids in the Presence of CO2
Chen, Yanwu,Hou, Dejian,Lin, Litian,Peng, Qi,Sadeghzadeh, Seyed Mohsen
, (2021/07/26)
In this paper, we have produced carboxylic acids by the oxidation of various alcohols in the presence of CO2 using SBA-15/IL supported Cu(II) (SBA-15/IL/Cu(II)) as nanocatalyst. The obtained products showed to have excellent yields by taking into account of SBA-15/IL/Cu(II) nanocatalyst. In addition, the analysis of EDX, SEM, TGA, TEM, XPS, and FT-IR showed the heterogeneous structure of SBA-15/IL/Cu (II) catalyst. It is determined that, after using SBA-15 excess, the catalytic stability of the system was enhanced. Moreover, hot filtration provided a full vision in the heterogeneous catalyst nature. The recycling as well as reuse of the catalyst were studied in cases of coupling reactions many times. Moreover, we have studied the mechanism of the coupling reactions. Graphic Abstract: [Figure not available: see fulltext.]
