TY - JOUR
T1 - Ascorbic acid as a bifunctional hydrogen bond donor for the synthesis of cyclic carbonates from CO2 under ambient conditions
AU - Arayachukiat, Sunatda
AU - Kongtes, Chutima
AU - Barthel, Alexander
AU - Vummaleti, Sai V. C.
AU - Poater, Albert
AU - Wannakao, Sippakorn
AU - Cavallo, Luigi
AU - D’Elia, Valerio
N1 - KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: 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.
PY - 2017/7/18
Y1 - 2017/7/18
N2 - 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.
AB - 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.
UR - http://hdl.handle.net/10754/625212
UR - http://pubs.acs.org/doi/abs/10.1021/acssuschemeng.7b01650
UR - http://www.scopus.com/inward/record.url?scp=85027078668&partnerID=8YFLogxK
U2 - 10.1021/acssuschemeng.7b01650
DO - 10.1021/acssuschemeng.7b01650
M3 - Article
SN - 2168-0485
VL - 5
SP - 6392
EP - 6397
JO - ACS Sustainable Chemistry & Engineering
JF - ACS Sustainable Chemistry & Engineering
IS - 8
ER -