Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 5, Issue 8, Pages 6392-6397Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.7b01650
Keywords
CO2 fixation; Cyclic carbonates; Organocatalysis; Bifunctional organocatalyst; Ascorbic acid
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Funding
- King Abdullah University of Science and Technology (KAUST)
- Vidyasirimedhi Institute of Science and Technology
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Readily available ascorbic acid was discovered as an environmentally benign hydrogen bond donor for the synthesis of cyclic organic carbonates from CO2 and epoxides in the presence of nucleophilic cocatalysts. 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. Density functional theory 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.
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