Niobate salts of organic base catalyzed chemical fixation of carbon dioxide with epoxides to form cyclic carbonates

Chen, Angjun; Chen, Chen; Xiu, Yuhe; Liu, Xuerui; Chen, Jizhong; Guo, Li; Zhang, Ran; Hou, Zhenshan

doi:10.1039/c4gc02244k

Cited by 64 publications

(28 citation statements)

References 85 publications

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“…This might be related to a dilution effect occurring that the excess CO 2 reduced the concentration of the catalyst in the vicinity or hinder the active mass transport, which was also be observed in our group's previous studies. 22,32,33 The impact of reaction time under the condition of 130 C and 3.0 MPa can also be obtained in Fig. 4c.…”

Section: Inuence Of Reaction Parametersmentioning

confidence: 94%

Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO₂ cycloaddition with epoxides

et al. 2017

RSC Adv.

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was observed that phenolate anions could dissociate from the b-CD cavity under the reaction temperature, but the inclusion compound could form on cooling the reaction mixture after reaction, which was extremely attractive for separation and recycling of the supramolecular organocatalysts.Finally, on the basis of the characterization above, a reaction mechanism for the present organocatalysts has been proposed.

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Section: Inuence Of Reaction Parametersmentioning

confidence: 94%

Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO₂ cycloaddition with epoxides

et al. 2017

RSC Adv.

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“…[35] In ad ifferent approach, Hou and co-workers prepared insoluble peroxoniobate salts of amidines and guanidines such as 21-23 ((DBUH) 3 NbO 5 (Scheme 10). [52] The salts were tested as heterogeneous catalysts for the cycloadditiono fC O 2 to PO at 130 8Ca nd 3MPa. Complex 21 provided the best catalytic performance of the species screened.…”

Section: Heterogeneous Catalystsmentioning

confidence: 99%

Cycloadditions to Epoxides Catalyzed by Group III–V Transition‐Metal Complexes

2015

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Complexes of group III–V transition metals are gaining increasing importance as Lewis acid catalysts for the cycloaddition of dipolarophiles to epoxides. This review examines the latest reports, including homogeneous and heterogeneous applications. The pivotal step for the cycloaddition reactions is the ring opening of the epoxide following activation by the Lewis acid. Two modes of cleavage (CC versus CO) have been identified depending primarily on the substitution pattern of the epoxide, with lesser influence observed from the Lewis acid employed. The widely studied cycloaddition of CO2 to epoxides to afford cyclic carbonates (CO bond cleavage) has been scrutinized in terms of catalytic efficiency and reaction mechanism, showing that unsophisticated complexes of group III–V transition metals are excellent molecular catalysts. These metals have been incorporated, as well, in highly performing, recyclable heterogeneous catalysts. Cycloadditions to epoxides with other dipolarophiles (alkynes, imines, indoles) have been conducted with scandium triflate with remarkable performances (CC bond cleavage).

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“…The numbers of peroxide bonds were determined by potential difference titration of Ce 3 + /Ce 4 + . [18] As shown in Figure S2 (in the Supporting Information), the 31 PNMR spectra of the three IL catalysts each exhibited as inglet at about 33 ppm, which belonged to the alkyltributylphosphonium. [17a, 19] This indicated that the three kinds of organic cations were unaltered in the course of the IL preparation.…”

Section: Catalyst Preparation and Characterizationmentioning

confidence: 99%

Peroxotantalate‐Based Ionic Liquid Catalyzed Epoxidation of Allylic Alcohols with Hydrogen Peroxide

Chen

Kong

et al. 2017

Chemistry A European J

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The efficient and environmentally benign epoxidation of allylic alcohols has been attained by using new kinds of monomeric peroxotantalate anion-functionalized ionic liquids (ILs=[P ] [Ta(O) (η-O )], P =quaternary phosphonium cation, n=4, 8, and 14), which have been developed and their structures determined accordingly. This work revealed the parent anions of the ILs underwent structural transformation in the presence of H O . The formed active species exhibited excellent catalytic activity, with a turnover frequency for [P ] [Ta(O) (η-O )] of up to 285 h , and satisfactory recyclability in the epoxidation of various allylic alcohols under very mild conditions by using only one equivalent of hydrogen peroxide as an oxidant. NMR studies showed the reaction was facilitated through a hydrogen-bonding mechanism, in which the peroxo group (O-O) of the peroxotantalate anion served as the hydrogen-bond acceptor and hydroxyl group in the allylic alcohols served as the hydrogen-bond donor. This work demonstrates that simple monomeric peroxotantalates can catalyze epoxidation of allylic alcohols efficiently.

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Niobate salts of organic base catalyzed chemical fixation of carbon dioxide with epoxides to form cyclic carbonates

Abstract: Peroxoniobate salts of amidine and guanidine have been utilized as halogen-free catalysts for the synthesis of cyclic carbonates from epoxides and CO2 under solvent-free and halide-free conditions.

Cited by 64 publications

References 85 publications

Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO₂ cycloaddition with epoxides

Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO₂ cycloaddition with epoxides

Cycloadditions to Epoxides Catalyzed by Group III–V Transition‐Metal Complexes

Peroxotantalate‐Based Ionic Liquid Catalyzed Epoxidation of Allylic Alcohols with Hydrogen Peroxide

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Niobate salts of organic base catalyzed chemical fixation of carbon dioxide with epoxides to form cyclic carbonates

Abstract: Peroxoniobate salts of amidine and guanidine have been utilized as halogen-free catalysts for the synthesis of cyclic carbonates from epoxides and CO2 under solvent-free and halide-free conditions.

Cited by 64 publications

References 85 publications

Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO2 cycloaddition with epoxides

Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO2 cycloaddition with epoxides

Cycloadditions to Epoxides Catalyzed by Group III–V Transition‐Metal Complexes

Peroxotantalate‐Based Ionic Liquid Catalyzed Epoxidation of Allylic Alcohols with Hydrogen Peroxide

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Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO₂ cycloaddition with epoxides

Inclusion complexes of organic salts with β-cyclodextrin as organocatalysts for CO₂ cycloaddition with epoxides