Efficient conversion of CO<sub>2</sub> into cyclic carbonates at room temperature catalyzed by Al-salen and imidazolium hydrogen carbonate ionic liquids

Liu, Jia; Yang, Guoqiang; Liu, Ying; Zhang, Dejin; Hu, Xingbang; Zhang, Zhibing

doi:10.1039/d0gc00458h

Cited by 70 publications

(29 citation statements)

References 70 publications

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“…X. Hu et al [75] . reported Al‐salen complex ( 45 ) as a catalyst and [C 1 C 6 Im][HCO 3 ]) as a co‐catalyst for the synthesis of cyclic carbonates from CO 2 and epoxides (Scheme 31).…”

Section: Copolymerization and Co2 Insertion Reactionsmentioning

confidence: 99%

Recent Advances in Aluminum Compounds for Catalysis

Yang

et al. 2022

Eur J Inorg Chem

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This review highlights recent advances in the research of organoaluminum complexes in catalysis. Many fundamental transformations can be carried out by aluminum catalysts, such as hydroboration, hydroamination, copolymerization and CO 2 insertion reactions, hydrosilylation, and hydroacetylenation of carbodiimides, which make use of the abundant reserves of aluminum in the earth's crust to accomplish the transformation. Recent research in the field has shown that these systems have extraordinary catalytic activity and are inexpensive, abundant, and environmentally friendly.

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“…X. Hu et al [75] . reported Al‐salen complex ( 45 ) as a catalyst and [C 1 C 6 Im][HCO 3 ]) as a co‐catalyst for the synthesis of cyclic carbonates from CO 2 and epoxides (Scheme 31).…”

Section: Copolymerization and Co2 Insertion Reactionsmentioning

confidence: 99%

Recent Advances in Aluminum Compounds for Catalysis

Yang

et al. 2022

Eur J Inorg Chem

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“…[15] Several metalbased systems have been reported as highly active in the catalytic conversion of CO 2 to CC, under mild conditions. [16][17][18][19][20] Organocatalytic processes can be considered as greener catalytic approaches, as they avoid issues related to metal contamination, and, in the last decade, a variety of metal-free systems have been designed as sustainable alternatives for catalyzed CC formation. [21] Immobilization of catalytic species on solid matrices has become, likewise, a common method to decrease the environmental impact, facilitating the recovery and reuse of the catalysts.…”

Section: Introductionmentioning

confidence: 99%

Immobilized Supramolecular Systems as Efficient Synzymes for CO₂ Activation and Conversion

Esteve

Escrig

Porcar

et al. 2022

Advanced Sustainable Systems

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have served as prototypes for the meticulous design of supramolecular catalysts. [2] In recent years, many efforts have been devoted to developing abiotic systems able to mimic such catalytic proficiencies by means of host-guest supramolecular interactions. [3] However, finding highly active supramolecular catalytic systems is not a trivial task. In enzymes, their tertiary structure defines a shielded catalytic pocket, allowing strong noncovalent forces even in highly competitive environments (i.e., water). [4] On the contrary, for an abiotic supramolecular catalytic system, the host-guest interactions (i.e., hydrogen bonding, halogen bonding, π-π-stacking, dipolar aggregation, and solvophobic forces) that define the supramolecular microenvironment facilitating an active and selective transformation are usually very sensitive to the nature of the solvents. [5] Thus, it is important that solvent effects are taken into account when designing new supramolecular catalytic systems. Very often, the behavior of such systems is enhanced using noncompetitive organic solvents, which can be highly toxic and/or display high boiling points (toluene, dimethyl sulfoxide, etc.), and under relatively dilute conditions, leading to an increased usage of solvents. This results in both waste generation and an increased energy demand for the separation steps, often overpassing the one involved in the targeted chemical transformation. A promising solution to overcome these issues is the use of solid solvents. These systems are organic/inorganic materials that provide a solvent-like solid medium, onto which host molecules can be grafted in a controlled manner defining, at the molecular scale, the microenvironment required to favor the host-guest supramolecular interactions. Although some bioinspired solid solvents have shown promising results on this behalf, this is still a seldom explored field. [6] The growing emissions of carbon dioxide to the atmosphere have triggered the blossoming of technologies for its capture, activation, and conversion into added value chemicals. [7,8] Nevertheless, the high kinetic and thermal stability of CO 2 appears as a major challenge. [9] Hence, the development of new catalysts for CO 2 transformation, able to work at mild process conditions with good performance, and being also reusable and easily separable, is of high industrial interest. [10,11] Among the different added-value products that have been obtained using carbon dioxide, [12][13][14] cyclic Supramolecular catalysis can provide distinct advantages for the catalytic conversion of CO 2 into carbonates by cycloaddition to epoxides. For example, the absence of metals in the catalytic site, and the easy design for optimization. The incorporation of multiple functionalities in pseudopeptidic macrocycles with a pendant arm allows catalytic systems to be obtained where halide anions (nucleophilic activating agents for epoxides), hydrogen bond acceptor sites (activating agents for epoxides and stabilizing sites for anionic intermediates), and amine g...

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“…To facilitate the process, a number of catalysts have been developed. So far, both homogenous catalysts (such as halogen bond donor catalysts, [9] phosphonium salts, [10,11] ionic liquids, [12][13][14] alkali metal halides [15,16] and metal-salen complexes [17][18][19][20][21][22] ), and heterogeneous catalysts (such as functional zeolite, [23] organosilica, [24] porous ionic polymers, [25] ionic liquid-supported solids, [26,27] metal oxides, [28][29][30] polymers, [31] organic network, [32,33] porous carbons, [34][35][36] bifunctional catalysts [37,38] and metalÀ organic frameworks (MOFs)) have been available for the CO 2 fixation into cyclic carbonates. [39,40] Among these, technically recoverable heterogeneous catalysts such as MOFs have attracted much attention due to their characteristics of high surface area, uniform pore structure and tunable functionalities.…”

Section: Introductionmentioning

confidence: 99%

Azo‐Functionalized Zirconium‐Based Metal−Organic Polyhedron as an Efficient Catalyst for CO₂ Fixation with Epoxides

Tang

Wei

Wang

et al. 2021

Chemistry A European J

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Chemical fixation of CO 2 as C1 source at ambient temperature and low pressure is an energy-saving way to make use of the green-house gas, but it still remains a challenge since efficient catalyst with high catalytic active sites is required. Here, a novel monoclinic azo-functionalized Zr-based metalÀ organic polyhedron (Zr-AZDA) has been prepared and applied in CO 2 fixation with epoxides. The inherent azo groups not only endow Zr-AZDA with good solubilization, but also act as basic sites to enrich CO 2 showing efficient synergistic catalysis as confirmed by TPD-CO 2 analysis. XPS results demonstrate that the Zr active sites in Zr-AZDA possess suitable Lewis acidity, which satisfies both substrates activation and products desorption. DFT calculation indicates the energy barrier of the rate-determining step in CO 2 cycloaddition could be reduced remarkably (by ca. 60.9 %) in the presence of Zr-AZDA, which may rationalize the mild and efficient reaction condition employed (80°C and 1 atm of CO 2 ). The work provides an effective multi-functional cooperative method for improvement of CO 2 cycloaddition.

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Efficient conversion of CO₂ into cyclic carbonates at room temperature catalyzed by Al-salen and imidazolium hydrogen carbonate ionic liquids

Abstract: Synthesis of cyclic carbonates from CO2 and epoxides at room temperature in the absence of a solvent has been achieved by using Al-salen complexes as catalysts and imidazolium hydrogen carbonate ionic liquids as cocatalysts.

Cited by 70 publications

References 70 publications

Recent Advances in Aluminum Compounds for Catalysis

Recent Advances in Aluminum Compounds for Catalysis

Immobilized Supramolecular Systems as Efficient Synzymes for CO₂ Activation and Conversion

Azo‐Functionalized Zirconium‐Based Metal−Organic Polyhedron as an Efficient Catalyst for CO₂ Fixation with Epoxides

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Efficient conversion of CO2 into cyclic carbonates at room temperature catalyzed by Al-salen and imidazolium hydrogen carbonate ionic liquids

Abstract: Synthesis of cyclic carbonates from CO2 and epoxides at room temperature in the absence of a solvent has been achieved by using Al-salen complexes as catalysts and imidazolium hydrogen carbonate ionic liquids as cocatalysts.

Cited by 70 publications

References 70 publications

Recent Advances in Aluminum Compounds for Catalysis

Recent Advances in Aluminum Compounds for Catalysis

Immobilized Supramolecular Systems as Efficient Synzymes for CO2 Activation and Conversion

Azo‐Functionalized Zirconium‐Based Metal−Organic Polyhedron as an Efficient Catalyst for CO2 Fixation with Epoxides

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Product

Resources

About

Efficient conversion of CO₂ into cyclic carbonates at room temperature catalyzed by Al-salen and imidazolium hydrogen carbonate ionic liquids

Immobilized Supramolecular Systems as Efficient Synzymes for CO₂ Activation and Conversion

Azo‐Functionalized Zirconium‐Based Metal−Organic Polyhedron as an Efficient Catalyst for CO₂ Fixation with Epoxides