Cycloaddition of CO 2 and epoxides catalyzed by dicationic ionic liquids mediated metal halide: Influence of the dication on catalytic activity

Liu, Mengshuai; Liang, Lin; Liang, Tao; Lin, Xiang; Shi, Lei; Wang, Fangxiao; Sun, Jianmin

doi:10.1016/j.molcata.2015.07.032

Cited by 54 publications

(23 citation statements)

References 43 publications

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“…Lu et al [59] reported that aluminum pthalocyanine complex formation on MCM-41 support for the cycloaddition reaction of epoxides They observed that CO 2 activated through nucleophilic attack at the carbon atom of CO 2 by the alcoholate group (-OCH 2 CH 2 Br). The weak interaction between the central metal ion of pthalocyanine complex and the lone pairs oxygen in CO 2 makes synergistic mechanism.…”

Section: Discussion Of the Mechanism Insight Of Cycloaddition Of Epoxmentioning

confidence: 99%

“…Several heterogeneous catalysts, such as metal oxides; MgO [55,56], Nb 2 O 5 [43], Mg-Al oxide, guanidine-MCM-41 [57], Adeine-Pr-Al-SBA-15 [58], Cr-salen-SiO 2 [13], Mn-salen-SiO 2 [42], ClAlPC-MCM-41 [59], 3-(2-hydroxyl-ethyl)-1-propyl imidazolium bromide-SBA-15, and zeolite-based organic-inorganic hybrid catalysts have also been investigated [55][56][57][58][59][60][61][62][63][64][65][66].…”

Section: Scheme 2 Cycloaddition Of Co 2 To Epoxide Forming Cyclic Camentioning

confidence: 99%

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Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

et al. 2020

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The storage, utilization, and control of the greenhouse (CO2) gas is a topic of interest for researchers in academia and society. The present review article is dedicating to cover the overall role of ionic liquid-modified hybrid materials in cycloaddition reactions. Special emphasis is on the synthesis of various cyclic carbonate using ionic liquid-based modified catalysts. Catalytic activity studies have discussed with respect to process conditions and their effects on conversion and product selectivity for the reaction of cycloaddition of CO2 with styrene oxide. The reaction temperature and the partial pressure of CO2 have found to play a key role in cyclic carbonate formation. The role of other influential parameter (solvent effect) is also discussed for the conversion of cyclic/aromatic oxides to polycarbonate production. Our own research work that deals with ionic liquid-based halide-modified mesoporous catalyst (MCM-41 type) derived from rice husk waste has also been discussed. Finally, the role of carbon dioxide activation and ring-opening mechanisms involved in the cyclic carbonate product formation from CO2 have been discussed.

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Section: Discussion Of the Mechanism Insight Of Cycloaddition Of Epoxmentioning

confidence: 99%

Section: Scheme 2 Cycloaddition Of Co 2 To Epoxide Forming Cyclic Camentioning

confidence: 99%

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

et al. 2020

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“…In order to obtain further information on these ionic media, which have already been used in few applications [e.g., in situ formation of DESs in an innovative procedure for the separation of phenols from oils (Youan et al, 2017, 2018), CO 2 cycloaddition reaction (Liu et al, 2015), elucidation of a reaction mechanism (Bortolini et al, 2014)] or could be used to develop stimuli responsive ionic polymers, a systematic investigation of a homogeneous class of 12 imidazolium based dicationic dibromides and related dicarboxylate salts has been performed. The thermal properties of this latter class of compounds were also compared to mono cation derivatives.…”

Section: Introductionmentioning

confidence: 99%

Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field

et al. 2018

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Dicationic ionic liquids (DILs), a subset of the ionic liquid (IL) family, have attracted growing interest in recent years, and the range of applications within which they are investigated is constantly expanding. However, data which allows structure to property correlation of a DIL is still limited, and thus selecting an appropriate salt to address a specific challenge can be problematic. In comparison to traditional ILs, DILs physico-chemical properties can be tuned by changing the length and type of spacer which connects the cationic heads as well as the type of cation. This in turn could give rise to symmetrical or asymmetrical DILs. In this work, a systematic study of a homogeneous class of 12 dibromide DILs and 12 di-carboxylate salts has been performed. The latter class of DILs were also compared to mono cation derivatives. The different traditional exchange methods to prepare carboxylate DILs have been evaluated and an insight into the drawbacks encountered is also presented. Prepared DILs were characterized (NMR, TGA, DSC) allowing the influence of the structure on their thermal stability to be understood. Most DILs were obtained as solid salts after careful drying. For some of these compounds, a new possible application was studied, namely their use as hydrogen bond acceptors (HBA) of deep eutectic mixtures, showing again some significant structural related effects.

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“…[41,45,46] In recent years,I Ls have been applied as solvents and/or catalyst for CO 2 conversion,a nd significant achievements have been made in this field. [47][48][49][50] ILs are regarded as one of the most attractive alternatives to metal catalysts for CO 2 cycloaddition reactions and CO 2 capture. [51,52] For example, superbase-derived protic The efficient conversion of CO 2 into value-added chemicals under metal-free conditions is of significant importance from the viewpoint of sustainable chemistry.I nt his work, ionic liquids (ILs) with different properties were used to promotet he reactionbetween CO 2 and propargylic alcohol for the synthesis of a-alkylidene cyclic carbonates.…”

Section: Introductionmentioning

confidence: 99%

Efficient Ionic‐Liquid‐Promoted Chemical Fixation of CO₂ into α‐Alkylidene Cyclic Carbonates

Qiu¹,

Zhang²,

Li³

et al. 2016

ChemSusChem

109

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The efficient conversion of CO into value-added chemicals under metal-free conditions is of significant importance from the viewpoint of sustainable chemistry. In this work, ionic liquids (ILs) with different properties were used to promote the reaction between CO and propargylic alcohol for the synthesis of α-alkylidene cyclic carbonates. The protic IL 1,8-diazabicyclo-[5.4.0]-7-undecenium 2-methylimidazolide ([DBUH][MIm]) was prepared by simple neutralization of the superbase with a weak proton donor and could efficiently promote the reactions in high yields. After the reactions, the IL was separated from the reaction mixtures by simply adding water, and then reused after drying without an observable decrease in the catalytic activity and selectivity. NMR spectroscopy and detailed density functional theory analysis were used to propose a reaction mechanism. Both the cation and anion of the IL played a key synergistic role in promoting the reaction. These findings may be useful for the rational design of novel metal-free and recyclable routes for the reaction between CO and propargylic alcohols.

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Cycloaddition of CO 2 and epoxides catalyzed by dicationic ionic liquids mediated metal halide: Influence of the dication on catalytic activity

Cited by 54 publications

References 43 publications

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field

Efficient Ionic‐Liquid‐Promoted Chemical Fixation of CO₂ into α‐Alkylidene Cyclic Carbonates

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Cycloaddition of CO 2 and epoxides catalyzed by dicationic ionic liquids mediated metal halide: Influence of the dication on catalytic activity

Cited by 54 publications

References 43 publications

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field

Efficient Ionic‐Liquid‐Promoted Chemical Fixation of CO2 into α‐Alkylidene Cyclic Carbonates

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Efficient Ionic‐Liquid‐Promoted Chemical Fixation of CO₂ into α‐Alkylidene Cyclic Carbonates