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    Ascorbic acid as a bifunctional hydrogen bond donor for the synthesis of cyclic carbonates from CO2 under ambient conditions

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    acssuschemeng.7b01650.pdf
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    Description:
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    Type
    Article
    Authors
    Arayachukiat, Sunatda
    Kongtes, Chutima
    Barthel, Alexander
    Vummaleti, Sai V. C. cc
    Poater, Albert cc
    Wannakao, Sippakorn
    Cavallo, Luigi cc
    D’Elia, Valerio cc
    KAUST Department
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Date
    2017-07-18
    Online Publication Date
    2017-07-18
    Print Publication Date
    2017-08-07
    Permanent link to this record
    http://hdl.handle.net/10754/625212
    
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    Abstract
    Readily available ascorbic acid was discovered as an environmentally benign hydrogen bond donor (HBD) for the synthe-sis of cyclic organic carbonates from CO2 and epoxides in the presence of nucleophilic co-catalysts. The ascorbic acid/TBAI (TBAI: tetrabutylammonium iodide) binary system could be applied for the cycloaddition of CO2 to various epoxides under ambient or mild conditions. DFT calculations and catalysis experiments revealed an intriguing bifunctional mechanism in the step of CO2 insertion involving different hydroxyl moieties (enediol, ethyldiol) of the ascorbic acid scaffold.
    Citation
    Arayachukiat S, Kongtes C, Barthel A, Vummaleti SVC, Poater A, et al. (2017) Ascorbic Acid as a Bifunctional Hydrogen Bond Donor for the Synthesis of Cyclic Carbonates from CO2 under Ambient Conditions. ACS Sustainable Chemistry & Engineering. Available: http://dx.doi.org/10.1021/acssuschemeng.7b01650.
    Sponsors
    A.P. thanks the Spanish MINECO for the project CTQ2014-59832-JIN. V.D.E. thanks the Thailand Research Fund (Grant No. RSA6080059) for funding this research. This publication is based upon work supported by the King Abdullah University of Science and Technology (KAUST). S.A. acknowledges financial support through postdoctoral fellowship from the Vidyasirimedhi Institute of Science and Technology.
    Publisher
    American Chemical Society (ACS)
    Journal
    ACS Sustainable Chemistry & Engineering
    DOI
    10.1021/acssuschemeng.7b01650
    Additional Links
    http://pubs.acs.org/doi/abs/10.1021/acssuschemeng.7b01650
    ae974a485f413a2113503eed53cd6c53
    10.1021/acssuschemeng.7b01650
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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