495-40-9Relevant articles and documents
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.
Reductive selenation of aliphatic ketones to dialkyl diselenides with Se-CO-H2O under atmospheric pressure
Chen, Yahong,Tian, Fengshou,Song, Maoping,Lu, Shiwei
, p. 1235 - 1237 (2008)
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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
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.
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.
Nickel-Catalyzed Reductive Acylation of Carboxylic Acids with Alkyl Halides and N-Hydroxyphthalimide Esters Enabled by Electrochemical Process
Guo, Lin,Xia, Raymond Yang,Xia, Wujiong,Yang, Chao,Zhang, Haoxiang,Zhou, Xiao
supporting information, (2022/03/31)
A sustainable Ni-catalyzed reductive acylation reaction of carboxylic acids via an electrochemical pathway is presented, affording a variety of ketones as major products. The reaction proceeds at ambient temperature using unactivated alkyl halides and N-hydroxyphthalimide (NHP) esters as coupling partners, which exhibits several synthetic advantages, including mild conditions and convenience of amplification (58% yield for 6 mmol scale reaction). (Figure presented.).
Combined Theoretical and Experimental Studies Unravel Multiple Pathways to Convergent Asymmetric Hydrogenation of Enamides
Ahlquist, M?rten S. G.,Andersson, Pher G.,Eriksson, Lars,Krajangsri, Suppachai,Massaro, Luca,Ponra, Sudipta,Silvi, Emanuele,Singh, Thishana,Su, Hao,Yang, Jianping
supporting information, p. 21594 - 21603 (2021/12/27)
We present a highly efficient convergent asymmetric hydrogenation of E/Z mixtures of enamides catalyzed by N,P-iridium complexes supported by mechanistic studies. It was found that reduction of the olefinic isomers (E and Z geometries) produces chiral amides with the same absolute configuration (enantioconvergent hydrogenation). This allowed the hydrogenation of a wide range of E/Z mixtures of trisubstituted enamides with excellent enantioselectivity (up to 99% ee). A detailed mechanistic study using deuterium labeling and kinetic experiments revealed two different pathways for the observed enantioconvergence. For α-aryl enamides, fast isomerization of the double bond takes place, and the overall process results in kinetic resolution of the two isomers. For α-alkyl enamides, no double bond isomerization is detected, and competition experiments suggested that substrate chelation is responsible for the enantioconvergent stereochemical outcome. DFT calculations were performed to predict the correct absolute configuration of the products and strengthen the proposed mechanism of the iridium-catalyzed isomerization pathway.