Pyridine-bridged bifunctional organocatalysts for the synthesis of cyclic carbonates from carbon dioxide

2019 ◽  
Vol 43 (7-8) ◽  
pp. 248-256
Author(s):  
Quan-Yao Liu ◽  
Lei Shi ◽  
Ning Liu
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Cycloaddition Reaction ◽  
Carboxyl Groups ◽  
Cyclic Carbonates ◽  
Reaction Conditions ◽  
Halide Anions ◽  
Simple Filtration ◽  
Hydrogen Bond Donors

Hydroxyl- and carboxyl-functionalized imidazolium halides are used as efficient bifunctional organocatalysts for the synthesis of cyclic carbonates from CO2 and epoxides under mild reaction conditions. Control experiments suggest that the cycloaddition reaction is realized by the combination of the nucleophilic halide anions with hydroxyl and carboxyl groups as hydrogen bond donors. Moreover, the bifunctional organocatalysts can be easily recycled five times by simple filtration; however, a loss of activity was observed.

Organocatalytic promoted coupling of carbon dioxide with epoxides: a rational investigation of the cocatalytic activity of various hydrogen bond donors

2015 ◽  
Vol 5 (9) ◽  
pp. 4636-4643 ◽  
Author(s):  
M. Alves ◽  
B. Grignard ◽  
S. Gennen ◽  
R. Mereau ◽  
C. Detrembleur ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Cyclic Carbonates ◽  
Mild Conditions ◽  
Hydrogen Bond Donors

A rational investigation of the cocatalytic activity of a series of commercially available hydrogen bond donors (HBDs) for the synthesis of cyclic carbonates from CO2 and epoxides under mild conditions.

Insights into hydrogen bond donor promoted fixation of carbon dioxide with epoxides catalyzed by ionic liquids

2015 ◽  
Vol 17 (8) ◽  
pp. 5959-5965 ◽  
Author(s):  
Mengshuai Liu ◽  
Kunqi Gao ◽  
Lin Liang ◽  
Fangxiao Wang ◽  
Lei Shi ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Ionic Liquids ◽  
Bond Activation ◽  
Cycloaddition Reaction ◽  
Dft Studies ◽  
Hydrogen Bond Donor ◽  
Fixation Of Carbon Dioxide

Experimental and DFT studies demonstrated that additional EG could cooperate with ILs to facilitate the cycloaddition reactionviahydrogen bond activation.

Highly efficient synthesis of cyclic carbonates from carbon dioxide and epoxides catalyzed by ionic liquid [Heemim][ZrCl5]

RSC Advances ◽  
2015 ◽  
Vol 5 (83) ◽  
pp. 67886-67891 ◽  
Author(s):  
Yu-Lin Hu ◽  
Ming Lu ◽  
Xue-Lin Yang
Keyword(s):  
Carbon Dioxide ◽  
Ionic Liquid ◽  
Cycloaddition Reaction ◽  
Cyclic Carbonates ◽  
Efficient Synthesis ◽  
Highly Efficient

A facile and efficient synthesis of cyclic carbonates by cycloaddition reaction is described.

scholarly journals Cycloaddition Reaction of Carbon Dioxide to Epoxides Catalyzed by Polymer-Supported Quaternary Phosphonium Salts

2013 ◽  
Vol 2013 ◽  
pp. 1-9 ◽  
Author(s):  
Yubing Xiong ◽  
Feng Bai ◽  
Zipeng Cui ◽  
Na Guo ◽  
Rongmin Wang
Keyword(s):  
Carbon Dioxide ◽  
Low Cost ◽  
Cycloaddition Reaction ◽  
Coupling Reaction ◽  
Catalytic Performance ◽  
Cyclic Carbonate ◽  
Cyclic Carbonates ◽  
Phosphonium Salts ◽  
Polymer Supported ◽  
High Yields

Polymer-supported quaternary phosphonium salt (PS-QPS) was explored as effective catalyst for the coupling reaction of carbon dioxide with epoxides. The results indicated that cyclic carbonates with high yields (98.6%) and excellent selectivity (100%) could be prepared at the conditions of 5 MPa CO2, 150°C, and 6 h without the addition of organic solvents or cocatalysts. The effects of various reaction conditions on the catalytic performance were investigated in detail. The catalyst is applicable to a variety of epoxides, producing the corresponding cyclic carbonates in good yields. Furthermore, the catalyst could be recovered easily and reused for five times without loss of catalytic activity obviously. A proposed mechanism for synthesis of cyclic carbonate in the presence of PS-QPS was discussed. The catalyst was characterized by thermogravimetric analysis (TGA), scanning electron microscopy (SEM), and Fourier transform infrared (FT-IR) spectrum. It is believed that PS-QPS is of great potential for CO2fixation applications due to its unusual advantages, such as easy preparation, high activity and selectivity, stability, low cost, and reusability.

Amino-Functional Ionic Liquids as Efficient Catalysts for the Cycloaddition of Carbon Dioxide to Yield Cyclic Carbonates: Catalytic and Kinetic Investigation

2018 ◽  
Vol 71 (6) ◽  
pp. 407
Author(s):  
Shuang Yue ◽  
Qian Song ◽  
Shuliang Zang ◽  
Guichun Deng ◽  
Jun Li
Keyword(s):  
Carbon Dioxide ◽  
Ionic Liquids ◽  
Reaction Kinetic ◽  
Cycloaddition Reaction ◽  
Kinetic Studies ◽  
High Catalytic Activity ◽  
Chemical Fixation ◽  
Cyclic Carbonates ◽  
First Order ◽  
Solvent Free Conditions

Various amino-functional ionic liquids were developed as homogeneous catalysts for the cycloaddition of carbon dioxide to different epoxides yielding the corresponding cyclic carbonates under metal- and solvent-free conditions. The effects of reaction temperature, reaction time, CO2 pressure, and the amount of catalyst on the cycloaddition reaction were investigated. The catalysts could be easily recovered after the reaction and then reused at least eight times without noticeable loss of activity and selectivity. Reaction kinetic studies were undertaken, the reaction was apparently first order with respect to the concentration of epoxide and catalyst. Furthermore, the rate constants were determined over a temperature range of 100–130°C and the activation energy was determined to be 45.9 kJ mol−1. Finally, a possible reaction mechanism was proposed. The amino-functional ionic liquids showed the advantage of high catalytic activity and were easily recyclable for CO2 chemical fixation into valuable chemicals.

scholarly journals Robust bifunctional aluminium–salen catalysts for the preparation of cyclic carbonates from carbon dioxide and epoxides

2015 ◽  
Vol 11 ◽  
pp. 1614-1623 ◽  
Author(s):  
Yuri A Rulev ◽  
Zalina Gugkaeva ◽  
Victor I Maleev ◽  
Michael North ◽  
Yuri N Belokon
Keyword(s):  
Carbon Dioxide ◽  
Cyclic Carbonates ◽  
Cyclohexene Oxide ◽  
Aromatic Rings ◽  
Reaction Conditions ◽  
Chloride Complexes ◽  
Carbon Dioxide Pressure ◽  
Salen Ligand

Two new one-component aluminium-based catalysts for the reaction between epoxides and carbon dioxide have been prepared. The catalysts are composed of aluminium–salen chloride complexes with trialkylammonium groups directly attached to the aromatic rings of the salen ligand. With terminal epoxides, the catalysts induced the formation of cyclic carbonates under mild reaction conditions (25–35 °C; 1–10 bar carbon dioxide pressure). However, with cyclohexene oxide under the same reaction conditions, the same catalysts induced the formation of polycarbonate. The catalysts could be recovered from the reaction mixture and reused.

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