Theoretical study on the chemical fixation of carbon dioxide with propylene oxide catalyzed by ammonium and guanidinium salts

Foltran, Stéphanie; Méreau, Raphaël; Tassaing, Thierry

doi:10.1039/c3cy00955f

Cited by 111 publications

(115 citation statements)

References 58 publications

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“…However, more acidity will weaken the nucleophilic ability of anion. It has been testified that the nucleophilic attack from anion is the key impetus to promote the ring-opening of PO [37,38]. So the total catalytic activity of 2c is higher than that of 2a because the Br − anion in 2c has more negative charges (−0.7578e for 2c vs −0.7370e for 2a).…”

Section: Catalysts 2a-2c (Group 2) and 3a-3b (Group 3)mentioning

confidence: 98%

Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO₂

et al. 2015

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2015): Insight into the activity of efficient acid-base bifunctional catalysts for the coupling reaction of CO 2 ,The fixation of carbon dioxide with epoxide catalysed by a series of carboxylic acidic functionalised ionic liquids (ILs) catalysts is investigated by density functional theory method. Except for the catalysts reported by the experiment, the catalytic activity of a new designed catalyst (4c see Scheme 1) is also explored. These ILs are categorised into four groups according to the different cation structures and number of functional groups. The effects of different chain length, anion, and cation structure on the catalytic activity are explored. The elongation of alkyl chain length in cation will increase the product yield, while increasing the chain bulk has almost negligible effect on the enhancement of catalytic activity. Utilisation of imidazole group as the cation is better than pyridine group. And the cation with two functional groups will have a better catalytic activity than that with one functional group.

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Section: Catalysts 2a-2c (Group 2) and 3a-3b (Group 3)mentioning

confidence: 98%

Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO₂

et al. 2015

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“…In this context, organocatalysts have been proposed such as halide salts [9][10][11][12] and more recently (functionalized) ionic liquids [13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28] or quaternized glycine 29 and cholinium 30,31 based ionic liquids were developed. 38,53,54 For example, Kleij et al proposed a very efficient (multi)phenolic compound/ammonium iodide organocatalytic system that fastened the coupling of CO 2 with epoxides at low temperature (25-45°C) and pressure (1 MPa). 4,[32][33][34][35] Their activities were enhanced by the addition of suitable hydrogen bond donors (HBDs) such as phenolic derivatives, [36][37][38] (amino) alcohols, [39][40][41] carboxylic acids, [42][43][44] lecithin, 45 cellulose, 46,47 chitosan, [48][49][50]…”

Section: Introductionmentioning

confidence: 99%

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

Alvès

Grignard

Gennen

et al. 2015

Catal. Sci. Technol.

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A catalytic platform based on an onium salt used in combination with organic cocatalysts of various structures was developed for the efficient CO 2 /epoxide coupling under mild conditions. Through detailed kinetic studies by in situ FT-IR spectroscopy, a rational investigation of the efficiency of a series of commercially available hydrogen bond donors co-catalysts was realized and the influence of different parameters such as the pressure, the temperature, the catalyst loading, and the nature of the epoxide on the reaction kinetics was evaluated. Fluorinated alcohols were found to be more efficient than other hydrogen bond donor activators proposed previously in the literature under similar conditions. Catal. Sci. Technol. This journal is

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“…24,66 Quantum mechanical modelling was also used to evidence that hydrogen bond interactions could promote the stabilization of other 20 intermediate species such as the anionic carbonate (scheme 1) whose ring closure through intramolecular SN2 leads to the formation of the cyclic carbonate. 7,24,66 In order to further understand the catalytic behaviour of the SImCat, more demanding conditions in terms of epoxide to 25 catalyst weight ratio were selected (SO/SImCat = 56). These tests were performed with pure styrene oxide; no solvent was added to the reaction mixture.…”

Section: Catalytic Testsmentioning

confidence: 99%

“…3, 11 50 The commonly accepted reaction mechanism for the synthesis of cyclic carbonates catalyzed by nucleophiles is reported in the following scheme. 3, [5][6][7][8]11 Scheme 1. Proposed mechanism for the chemical fixation of CO 2 onto epoxides for its conversion into cyclic carbonates mediated 55 by ionic liquid-based catalysts.…”

Section: Introductionmentioning

confidence: 99%

Imidazolium-based silica microreactors for the efficient conversion of carbon dioxide

Buaki-Sogo

Garcı́a

Aprile

2015

Catal. Sci. Technol.

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5Imidazolium based silica microreactors were synthesized in a one-pot procedure. A straightforward synthesis approach was achieved through self-organization/polymerization of the amphipathic organic salts that behave as template for the construction of silica architecture and as catalytic active sites. The porous silica shell allowed the diffusion of reactants and products to/from the active sites and conferred stability to the polymeric matrix. The solid was extensively characterised by transmission and scanning electron microscopy, N 2 adsorption/desorption, X-ray diffraction, 29 Si solid state MAS-NMR and combustion chemical analysis. The material 10 was tested as catalyst for the reaction of carbon dioxide with various epoxides to produce cyclic carbonates. The organic-inorganic hybrid microreactors displayed excellent performances in terms of both, yield and selectivity. Moreover it can be used in multiple catalytic cycles.

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Theoretical study on the chemical fixation of carbon dioxide with propylene oxide catalyzed by ammonium and guanidinium salts

Cited by 111 publications

References 58 publications

Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO₂

Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO₂

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

Imidazolium-based silica microreactors for the efficient conversion of carbon dioxide

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Theoretical study on the chemical fixation of carbon dioxide with propylene oxide catalyzed by ammonium and guanidinium salts

Cited by 111 publications

References 58 publications

Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO2

Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO2

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

Imidazolium-based silica microreactors for the efficient conversion of carbon dioxide

Contact Info

Product

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Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO₂

Insight into the activity of efficient acid–base bifunctional catalysts for the coupling reaction of CO₂