495-40-9Relevant academic research and scientific papers
Aqueous aerobic oxidation of alkyl arenes and alcohols catalyzed by copper(ii) phthalocyanine supported on three-dimensional nitrogen-doped graphene at room temperature
Mahyari, Mojtaba,Laeini, Mohammad Sadegh,Shaabani, Ahmad
, p. 7855 - 7857 (2014)
Copper(ii) tetrasulfophthalocyanine supported on three-dimensional nitrogen-doped graphene-based frameworks was synthesized and introduced as a bifunctional catalyst for selective aerobic oxidation of alkyl arenes and alcohols to the corresponding carbonyl compounds. The ease of catalyst separation, high turnover, low catalyst loading and recyclability could potentially render it applicable in industrial setting. This journal is the Partner Organisations 2014.
Gold nanoparticles supported on three-dimensional nitrogen-doped graphene: An efficient catalyst for selective aerobic oxidation of hydrocarbons under mild conditions
Mahyari, Mojtaba,Laeini, Mohammad Sadegh,Shaabani, Ahmad,Kazerooni, Hanif
, p. 456 - 461 (2015)
The development of efficient and selective aerobic oxidation of alkylarenes to form more functional compounds by heterogeneously catalysed routes still presents a great challenge in the fine chemical industry and is a major research topic. In this work, gold nanoparticles supported on three-dimensional nitrogen-doped graphene-based frameworks (Au NPs@3D-(N)GFs) were successfully synthesized and found to have an impressive performance as bifunctional catalysts (nitrogen dopant as base and gold nanoparticles as active site) in the controlled oxidation of alkylarenes. The catalyst was found to be a simple bench top, stable, recyclable and selective catalytic system for the aerobic oxidation of various types of alkylarenes into their corresponding ketones at room temperature under environmentally friendly conditions with good yields and high selectivity.
Effect of basicity on the catalytic properties of Ni-containing hydrotalcites in the aerobic oxidation of alcohol
Zhou, Weiyou,Tao, Qianyun,Pan, Jiugao,Liu, Jie,Qian, Junfeng,He, Mingyang,Chen, Qun
, p. 255 - 265 (2016)
A series of Ni-containing hydrotalcites with different basicities have been prepared by introducing different Mg2+ contents, and characterized by XRD, SEM, TG-DTG, ICP, FTIR, Hammett analysis, DR UV–vis, XPS, etc. The effects of basicity on the catalytic performance in the selective aerobic oxidation of alcohols and the mechanism have been studied. The results showed that substituting Ni2+ in the structure by Mg2+ ions significantly increased the surface basicity of the catalysts. The surface basicity of Ni-containing hydrotalcites could accelerate the first acid-base reaction step in the oxidation and improve the catalytic activity. Varied alcohols were tested and discussed in the reaction system to verify the effect, and the results indicated that the activity of α-C[sbnd]H bond is the key factor for the benzyl alcohol derivatives, while the first base-acid reaction step may be more important for aliphatic alcohols. The comparison results between the hydrotalcites and the calcined samples showed that the type of basic site have significantly influence on the catalytic activity, and only the Br?nsted OH basic sites accelerate the oxidation. In addition, a probable mechanism for the reaction was postulated based on catalytic results, Hammett and a series of controlled experiments. The main factors affecting the catalytic oxidation of varied alcohols using molecular oxygen as the ultimate oxidant have been discussed, which may be helpful in designing more efficient catalyst.
Green oxidation of alkylaromatics using molecular oxygen over mesoporous manganese silicate catalysts
Assiri, Mohammed A.,Bhaumik, Asim,Ha, Chang-Sik,Selvaraj, Manickam,Subrahmanyam, Ch.
, p. 9710 - 9718 (2020)
A very green catalytic method has been introduced for the synthesis of alkylaromatic ketones by solvent-free benzylic oxidation of alkylaromatics with molecular oxygen (O2) over hexagonally mesostructured MnSBA-15 catalysts synthesized with a variety of manganese (Mn) contents using a pH-adjusting direct hydrothermal (pH-aDH) method. For example, the solvent-free oxidation of ethylbenzene (EB) over different mesoporous MnSBA-15 catalysts and uniform pore sized MnMCM-41(31) prepared by an alkaline hydrothermal method has been systematically evaluated. Washed MnSBA-15(4) (W-MnSBA-15(4)) or green mesoporous MnSBA-15(4) obtained after the removal of the non-framework octahedral Mn2O3 species deposited on the active surface of MnSBA-15(4) using a promising chemical treatment method is used for this reaction to evaluate its catalytic activity. Meanwhile the recyclability and hot-filtration experiments for this reaction have been also studied. The catalytic activities obtained from the above catalytic results prove that the W-MnSBA-15(4) has higher EB conversion and APO selectivity than the other mesoporous catalysts used in this reaction. Therefore, in order to find the optimal reaction parameters for this reaction, various reaction parameters with W-MnSBA-15(4) have been thoroughly evaluated. Using W-MnSBA-15(4), the catalytic results obtained with different oxidants used in this reaction have also been discussed clearly. The catalytic results of solvent-free benzylic oxidations with W-MnSBA-15(4) conducted with different alkylaromatic molecules have been obviously discussed. All the mesoporous catalysts used in this reaction have been characterized using several instrumental techniques to confirm them as the standard mesoporous catalysts. The plausible reaction mechanism for the solvent-free oxidation of EB has been successfully reported based on the characterization results of the catalyst and catalytic results. The ESR and UV-vis DRS results of the W-MnSBA-15 catalyst used in these reactions corroborate that the disordered octahedral divalent (Mn2+) and tetrahedral trivalent (Mn3+)-species have been successfully incorporated on the silica surface of the catalysts. Based on the catalytic results, it is noteworthy to observe that mesoporous W-MnSBA-15(4) is a highly active, green and promising heterogeneous catalyst for the selective synthesis of alkylaromatic ketones, since the catalyst produces the best catalytic activity among the other mesoporous Mn silicate catalysts. This journal is
Diastereoselective reductive aldol reaction of enones to ketones catalyzed by halogenotin hydride
Shibata, Ikuya,Tsunoi, Shinji,Sakabe, Kumiko,Miyamoto, Shinji,Kato, Hirofumi,Nakajima, Hideto,Yasuda, Makoto,Baba, Akio
, p. 13335 - 13338 (2010)
It's in the tin: The reductive aldol reaction of enones has been established by the Bu2SnClH (cat.)/Ph2SiH2/MeOH system (see scheme). The reaction of enones with α-ketoesters or α-alkoxyketones is highly diastereoselective through a chelation-controlled mechanism. Copyright
Oxidation of alcohols with hydrogen peroxide catalyzed by a new imidazolium ion based phosphotungstate complex in ionic liquid
Chhikara, Bhupender S.,Chandra, Ramesh,Tandon, Vibha
, p. 436 - 439 (2005)
A new catalyst based on imidazolium and tungstate ion (tris(imidazolium)- tetrakis(diperoxotungsto)phosphate (3-)) has been synthesized and characterized by FT-IR spectroscopy. An efficient and environmentally friendly procedure is described for the catalyst recycling and easy product isolation for the oxidation of alcohols with hydrogen peroxide catalyzed by imidazolium ion-based phosphotungstate complex in ambient-temperature ionic liquid.
Indium hydride catalyzed chemo- and diastereoselective reductive aldol reactions
Ieki, Ryosuke,Miyamoto, Shinji,Tsunoi, Shinji,Shibata, Ikuya
, p. 471 - 474 (2014)
The reductive aldol reaction of enones has been established catalyzed by Br2InOMe (cat.)-MePhSiH2 system where Br2InH acted as an active catalytic species. Addition of 1.0 equivalent of MeOH was essential for catalytic turnover. The system, Br2InOMe(cat.)- MePhSiH2-MeOH, provided highly chemoand diastereoselective reductive aldol reaction of enones with functionalized substrates such as α-bromo carbonyls, α-keto esters and α-alkoxy ketones.
Highly enantiomerically enriched ketone homoenolate reagents prepared by (-)-sparteine-mediated γ-deprotonation of achiral 1-alkenyl carbamates
Seppi, Michael,Kalkofen, Rainer,Reupohl, Jens,Froehlich, Roland,Hoppe, Dieter
, p. 1423 - 1427 (2004)
Homoenolate equivalents: Enantiotopos-differentiating deprotonation of achiral 1-alkenyl carbamates with the chiral base n-butyllithium/(-)-sparteine yields configurationally stable lithium homoenolate equivalents. In a subsequent syn or anti substitution (see scheme), γ-substituted O-(1-aryl-1-alkenyl) N,N-diisopropylcarbamates are formed with high enantio- and diastereoselectivity.
Sonochemical fabrication of Pd/TiO2-nanotubes/Ti plate as a green catalyst for oxidation of alkylarenes and benzyl alcohols
Keshipour, Sajjad,Faraji, Masoud,Asl, Parisa Aboozari
, p. 1423 - 1429 (2019)
A facile and fast strategy has been employed to fabricate Pd nanoparticles supported on TiO2 nanotubes/Ti plate via sonochemical deposition. Microstructure studies showed the homogeneous deposition of Pd nanoparticles on the walls of TiO2 nanotubes/Ti plate. The synthesized plate was applied as a novel catalyst for the oxidation of benzyl alcohol and ethylbenzene derivatives. The results of catalytic experiments demonstrated that the modified plate was an efficient green catalyst for the oxidation of benzyl alcohols to benzoic acid derivatives in H2O. The oxidation of alkylarenes was carried out in EtOH:H2O (1:1) ended up with the formation of the corresponding ketone as the sole product. High yields and excellent selectivities were obtained for the oxidation reactions in green solvents using green oxidant. Superior catalytic activity, easy catalyst recovery, and reusability of the catalyst are some advantages of the modified PdNPs/TiO2 nanotubes/Ti plate, indicating a potential application of the catalyst in the industrial oxidation reactions.
Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones
Zhang, Kezhuo,Huang, Jiaxin,Zhao, Wanxiang
supporting information, (2022/02/21)
We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.
