Co(acac)3/BMMImCl as a base-free catalyst system for clean syntheses of N,N′-disubstituted ureas from amines and CO2

Li, Jian; Guo, Xiaoguang; Wang, Liguo; Ma, Xiangyuan; Zhang, Qinghua; Shi, Feng; Deng, Youquan

doi:10.1007/s11426-010-4026-8

Cited by 27 publications

(11 citation statements)

References 37 publications

(41 reference statements)

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“…And this property can also make IL a nice catalyst for CO 2 conversion (Ma et al, 2017 ; Wang et al, 2018 ). Recently, two similar nonfunctional IL dual systems (CsOH or Co(acac) 3 /[BMMIm][Cl]) have been reported by Deng et al in the synthesis of symmetric urea derivatives from CO 2 and amines (Figure S7 ; Shi et al, 2003 ; Li et al, 2010 ). In the CsOH/[BMMIm][Cl] system, symmetric urea derivatives can be obtained in high yields, but no product is produced when without IL, indicating that IL is indispensable for this reaction.…”

Section: Ionic Liquid Catalysis For Co 2 Conversiomentioning

confidence: 84%

Ionic Liquids Catalysis for Carbon Dioxide Conversion With Nucleophiles

Xia

Chen

et al. 2018

Front. Chem.

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Carbon dioxide, as a promising C1 synthon, has attracted great interest in organic synthesis. Due to the thermodynamic stability and kinetic inertness of CO2, developing efficient strategies for CO2 activation and subsequent conversion is very crucial. In this context, Ionic liquids (ILs) show great potential for capturing and activating CO2 owing to their unique structures and properties, making them become ideal alternatives to volatile organic solvents and/or catalysts for CO2 transformation. This minireview aims at summarizing ILs-promoted reactions of CO2 with N-nucleophiles (primary amines)/O-nucleophiles (primary alcohols, water). Two catalytic systems i.e., metal/ILs binary systems such as Cu/ILs systems and Ag/ILs systems as well as single ILs systems including anion-functionalized ILs and bifunctionalized ILs have been developed for CO2 catalytic conversion, for instance, carboxylative cyclization of nucleophiles e.g., propargylic alcohols, amines, 2-aminobenzonitriles and o-aminobenzenethiol, and formylation of amines or 2-aminothiophenols with hydrosilanes to afford various value-added chemicals e.g., cyclic carbamates, unsymmetrical organic carbonates, α-hydroxyl ketones, and benzimidazolones. In a word, IL could provide a powerful tool for efficient CO2 utilization.

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Section: Ionic Liquid Catalysis For Co 2 Conversiomentioning

confidence: 84%

Ionic Liquids Catalysis for Carbon Dioxide Conversion With Nucleophiles

Xia

Chen

et al. 2018

Front. Chem.

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“…Recently, a catalyst system containing M(acac) x /BMMImCl (M = Co, Ni, Fe, Cu, Zn) for the carbonylation of amines and CO 2 with 15%-25% aniline conversions and 87%-93% N,N9-diphenylurea (DPU) selectivities has been reported (Scheme 53). 123 Among all the metal complexes, Co(acac) 3 exhibits relatively higher catalytic activity, i.e., 25% conversion of aniline and 88% selectivity of DPU at 160 uC. The aromatic amines with an electron-donating group give higher conversion than those with an electronwithdrawing group.…”

Section: Synthesis Of Urea Derivatives and Carbamatesmentioning

confidence: 99%

“…25 Scheme 53 Syntheses of N,N9-disubstituted ureas from amines and CO 2 . 123 Scheme 54 Electrochemical procedure for the synthesis of carbamates from amines and carbon dioxide. 124 the 5-membered materials, which are important heterocyclic compounds showing wide applications as intermediates and chiral auxiliaries in organic synthesis.…”

Section: Synthesis Of Oxazolidinonesmentioning

confidence: 99%

CO2 chemistry: task-specific ionic liquids for CO2 capture/activation and subsequent conversion

2011

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Ionic liquids (ILs), a kind of novel green medium composed entirely of cations and anions, have attracted considerable attention due to their unique properties such as non-volatility, tunable polarity, high stability and so on. In this article, the latest progress on the absorption and subsequent conversion of CO 2 by using ILs as absorbents, catalysts or promoters will be summarized. The chemical absorption performance of ILs, especially task-specific ionic liquids (TSILs) such as amino-functionalized ILs, superbase-derived protic ILs has been systematically illustrated. Although significant advances have been made, extensive energy input in the desorption process to recover absorbents would still be a crucial barrier to realizing practical carbon capture and sequestration (CCS). On the other hand, efficient applications of CO 2 in the synthesis of valuable compounds such as organic carbonates, urea derivatives, oxazolidinones and formic acid can also be promoted by employing TSILs as catalysts/reaction media. We anticipate that an integration of chemical capture of CO 2 with its utilization, a so-called CO 2 capture and utilization (CCU) protocol would be an ideal strategy to solve the energy penalty problem in common CCS without the need for additional heat desorption. The essence of this CCU concept is to use TSILs for CO 2 capture and substantial activation, which could allow catalytic transformation of CO 2 to be accomplished smoothly under low pressure (ideally at 1 atm).

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“…They have been widely used in green chemistry for applications such as CO 2 capture and utilization [8][9][10] and the dissolution and transformation of cellulosic biomass [2]. In 2002, Rogers first reported that alkyl-imidazolium ILs can dissolve cellulose efficiently, and a solubility of 10 wt% was achieved in 1-butyl-3-methyl imidazolium chloride ([bmim]Cl) at 100 °C [11].…”

Section: Introductionmentioning

confidence: 99%