Cycloaddition of CO2 to epoxides catalyzed by imidazolium-based polymeric ionic liquids

Ghazali-Esfahani, Saeideh; Song, Hongbing; Păunescu, Emilia; Bobbink, Félix D.; Liu, Huizhen; Fei, Zhaofu; Laurenczy, Gábor; Bagherzadeh, Mojtaba; Yan, Ning; Dyson, Paul J.

doi:10.1039/c3gc37085b

Cited by 177 publications

(114 citation statements)

References 54 publications

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“…Imidazolium chloride precursors [bmim]Cl 1 a and [bvbim]Cl 1 b were synthesized according to previously reported procedures . We chose these precursors based on that they either have one ( 1 a ) or two ( 1 b ) polymerizable arms to investigate whether this leads to a difference in stability or selectivity.…”

Section: Resultsmentioning

confidence: 99%

Polymer‐Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C−H Acetoxylation of Arenes

Majeed

Shayesteh

Wallenberg

et al. 2017

Chemistry A European J

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Heterogeneous catalysts for selective oxidation of C-H bonds were synthesized by co-polymerization of new N-heterocyclic carbene-palladium(II) (NHC-Pd ) monomers with divinylbenzene. The polymer-supported NHC-Pd -catalysed undirected C-H acetoxylation of simple and methylated arenes as well as polyarenes, with similar or superior efficiency compared to their homogeneous analogues. In particular, the regioselectivity has been improved in the acetoxylation of biphenyl and naphthalene compared to the best homogeneous catalysts. The new polymer-supported catalysts maintain the original oxidation state of Pd after repeated catalytic reactions, and exhibit no significant leaching of palladium. In addition, the new catalysts have been successfully recovered and reused without loss of activity over several cycles of reactions.

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Section: Resultsmentioning

confidence: 99%

Polymer‐Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C−H Acetoxylation of Arenes

Majeed

Shayesteh

Wallenberg

et al. 2017

Chemistry A European J

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“…One of the most important tenets of green chemistry lies in its use of nontoxic solvents that are capable of increasing efficiency as well as reducing the reaction rate. Clearly, the use of a green solvent and finding the optimized conditions are necessary steps in the chemistry of catalytic applications, and lead to increased yields …”

Section: Introductionmentioning

confidence: 99%

Catalytic and antibacterial properties of 3‐dentate carboxamide Pd/Pt complexes obtained via a benign route

Kiani

Bagherzadeh

Meghdadi

et al. 2020

Applied Organom Chemis

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The complexes PdII(qcq)(OAc) and PtII(qcq)Cl have been synthesized using environmentally benign synthesized ligands and characterized by elemental analyses: Fourier transform infrared spectroscopy, UV–visible spectroscopy, 1H NMR spectroscopy, and X‐ray diffraction. The catalytic activity of the complex was assessed, in different media, for the Mizoroki–Heck coupling reaction for typical aryl halides and terminal olefins under aerobic conditions. Since the base and the solvent were found to influence the efficiency of the reaction, reaction conditions, temperature, time, and the amount of K3PO4 and a mixture of H2O/PEG, were optimized. We found, for the Mizoroki–Heck reaction coupling less reactive aryl chloride derivatives with olefins, promising activity for palladium catalysts. The electrochemical behavior of Hqcq and the Pd(II) complex was investigated by cyclic voltammetry and irreversible PdII/I reductions were observed. Hqcq and the Pd(II) and Pt(II) complexes were also screened for their in vitro antibacterial activity. They showed promising antibacterial activity comparable to that of the antibiotic penicillin.

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“…The fixation of carbon dioxide is one of the important processes which consumes CO 2 as a primary material [4]. Carbon dioxide fixation is carried out in the presence of various catalysts such as, a alkali ammonium halides [4], halide salts [5], ionic liquid salts [6][7][8][9][10], polymeric ion liquid [11], quaternary phosphonium salts [12,13], transition-metal complexes [14,15], and ion-exchange resins [16]. CO 2 fixation reaction has been carried out on a bifunctional epoxy resin, and the gel time, deflection temperature, impact resistant, dynamic viscosity, and the mechanical properties have been investigated.…”

Section: Introductionmentioning

confidence: 99%

Effect of CO2 fixation reaction on the thermal and dynamic mechanical properties of tetrafunctional epoxy resin

2014

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A tetrafunctional epoxy resin was modified using CO 2 fixation process in the presence of tetra-n-butyl ammonium bromide as catalyst. The unmodified tetrafunctional epoxy resin (UMTE) and CO 2 fixated modified tetrafunctional epoxy resin (CFMTE) were cured by diethylenetriamine. A bifunctional glycidyl ether compound was used as a reactive diluent to control the viscosity of CFMTE. The activation energy of curing reaction was computed using the advanced integral isoconversional method. The activation energy, which depends on the conversion, was considerably changed due to the CO 2 fixation process. The thermal stability parameters including the initial degradation temperature, the temperature at the maximum rate of weight loss (T max ), and the decomposition activation energy (E d ) were determined by thermal gravimetry. Dynamic mechanical thermal analysis measurements showed that the CO 2 fixation decreases the T g of the epoxy resin. The surface morphology of UMTE and CFMTE were determined by scanning electron microscope. It is concluded that CO 2 fixation reaction improves the properties of tetrafunctional epoxy resin.

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Cycloaddition of CO2 to epoxides catalyzed by imidazolium-based polymeric ionic liquids

Cited by 177 publications

References 54 publications

Polymer‐Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C−H Acetoxylation of Arenes

Polymer‐Supported Palladium(II) Carbene Complexes: Catalytic Activity, Recyclability, and Selectivity in C−H Acetoxylation of Arenes

Catalytic and antibacterial properties of 3‐dentate carboxamide Pd/Pt complexes obtained via a benign route

Effect of CO2 fixation reaction on the thermal and dynamic mechanical properties of tetrafunctional epoxy resin

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