Ascorbic acid as a bifunctional hydrogen bond donor for the synthesis of cyclic carbonates from CO2 under ambient conditions
Type
ArticleAuthors
Arayachukiat, SunatdaKongtes, Chutima
Barthel, Alexander
Vummaleti, Sai V. C.

Poater, Albert

Wannakao, Sippakorn
Cavallo, Luigi

D’Elia, Valerio

KAUST Department
Chemical Science ProgramKAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2017-07-18Online Publication Date
2017-07-18Print Publication Date
2017-08-07Permanent link to this record
http://hdl.handle.net/10754/625212
Metadata
Show full item recordAbstract
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)Additional Links
http://pubs.acs.org/doi/abs/10.1021/acssuschemeng.7b01650ae974a485f413a2113503eed53cd6c53
10.1021/acssuschemeng.7b01650