Tuning the chemoselective hydrogenation of aromatic ketones, aromatic aldehydes and quinolines catalyzed by phosphine functionalized ionic liquid stabilized ruthenium nanoparticles

2015 ◽  
Vol 5 (7) ◽  
pp. 3728-3734 ◽  
Author(s):  
He-yan Jiang ◽  
Xu-xu Zheng

Aromatic ketones, aromatic aldehydes and quinolines can be hydrogenated with switchable excellent chemoselectivity under mild conditions catalyzed by ruthenium nanoparticles.

RSC Advances ◽  
2015 ◽  
Vol 5 (44) ◽  
pp. 34622-34629 ◽  
Author(s):  
Zhifeng Wu ◽  
Heyan Jiang

Palladium and ruthenium nanoparticles stabilized by novel phosphine functionalized ionic liquid are originally utilized as efficient catalysts for excellent chemoselective hydrogenation.


2019 ◽  
Vol 9 (9) ◽  
pp. 1792
Author(s):  
Liu ◽  
Wang ◽  
Gao ◽  
Wang ◽  
Cheng ◽  
...  

Chemoselective hydrogenation of aldehydes with heterogeneous catalysts under mild conditions is of great importance but remains a major challenge. Herein, an efficient strategy was developed for low temperature chemoselective hydrogenation of aldehydes with broad substrate scope over a magnetic material supported palladium catalyst (γ-Fe2O3@HAP-Pd). Aldehydes bearing various reducible functional groups readily underwent hydrogenation to give the corresponding primary alcohols with moderate to excellent yield at room temperature in aqueous solutions. The Hammett equation revealed that the hydrogenation of aromatic aldehydes proceeded via an anionic intermediate. Additionally, when the temperature increased to 70 °C, toluene was obtained by the deoxygenation of benzaldehyde in excellent yield. Furthermore, the γ-Fe2O3@HAP-Pd could be recycled up to six times without loss of activity and metal leaching.


2018 ◽  
Vol 7 (3) ◽  
pp. 191-197 ◽  
Author(s):  
Wenxiu Deng ◽  
Lujie Liu ◽  
Yanqing Peng

Abstract A new biocompatible amino-functionalized ionic liquid composed solely of biomaterials was synthesized from taurine and choline hydroxide, and its physical properties (density, viscosity, miscibility and thermal stability) were also determined. The classic base-promoted three-component cyclic condensation of aromatic aldehydes, malononitrile and dimedone was chosen as the test reaction to demonstrate the catalytic activity of choline taurinate ([Ch][Tau]). The catalyst could be recovered and reused several times with no significant loss of activity. As a basic ionic liquid, [Ch][Tau] can extract acidic compounds from immiscible solvents through acid-base interaction. The extraction process of fluorescent dye Rhodamine B was monitored using ultraviolet-visible (UV-Vis) spectroscopy, by which the percentage extraction rate was determined as 95%.


2020 ◽  
Vol 42 (2) ◽  
pp. 243-243
Author(s):  
Dao Cai Wang Dao Cai Wang ◽  
Cong Wu Cong Wu ◽  
Chi Zhang Chi Zhang ◽  
Fang Zhen Zhou Fang Zhen Zhou ◽  
Hang Song and Xiao Peng Liu Hang Song and Xiao Peng Liu

Chiral ionic liquid derived from L-proline worked as an excellent organocatalyst for the enantioselective aldol reaction of aromatic aldehydes and acetone. The reaction was conducted in the presence of [BMIM][BF4] as reaction medium. The substrate scope of aldol reaction was successfully explored for various aromatic aldehydes under the mild conditions. The generated aldol products were separated by column chromatography with moderate to good yields as well as enantioselectivities. The main advantage of this catalytic method was that the catalyst and solvent could be recovered at the same time and reused for at least five times with satisfactory performance.


2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.


2020 ◽  
Vol 17 ◽  
Author(s):  
Saeid Azimi ◽  
Niloofar Mohamadighader

Abstract: A new solid catalyst was synthesized from an ionic liquid and heterogenised by changing anion reaction. The new heterogeneous acidic catalyst was characterized by SEM images, EDS analysis, AFM images, Ft-IR, HNMR, 13CNMR and Mass Spectroscopy. It was applied to synthesis of tri-arylmethanes throughout one-pot tri-component reactions among aromatic aldehydes, N,N-dimethylaniline and other carbonic nucleophiles such as anisole and indole. Hence, synthesis of convenient and inexpensive micro-heterogeneous catalyst was introduced, the efficiency of which was confirmed. Also, various useful products were synthesized throughout this simple and clean procedure.


Author(s):  
Genki Toyooka ◽  
Toshiki Tanaka ◽  
Kenji Kitayama ◽  
Naoko Kobayashi ◽  
Takashi Watanabe ◽  
...  

A new and simple method for hydrogen production from cellulose using an iridium catalyst and an ionic liquid under mild conditions was developed.


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