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

Sunatda Arayachukiat, Chutima Kongtes, Alexander Barthel, Sai V. C. Vummaleti, Albert Poater, Sippakorn Wannakao, Luigi Cavallo, Valerio D’Elia

Research output: Contribution to journalArticlepeer-review

84 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)6392-6397
Number of pages6
JournalACS Sustainable Chemistry & Engineering
Volume5
Issue number8
DOIs
StatePublished - Jul 18 2017

Fingerprint Dive into the research topics of 'Ascorbic acid as a bifunctional hydrogen bond donor for the synthesis of cyclic carbonates from CO2 under ambient conditions'. Together they form a unique fingerprint.

Cite this