Ascorbic Acid as a Bifunctional Hydrogen Bond Donor for the Synthesis of Cyclic Carbonates from CO2 under Ambient Conditions | Zendy

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

Open Access

Ascorbic Acid as a Bifunctional Hydrogen Bond Donor for the Synthesis of Cyclic Carbonates from CO₂ under Ambient Conditions

Author(s) -

Sunatda Arayachukiat,

Chutima Kongtes,

Alexander Barthel,

Sai V. C. Vummaleti,

Albert Poater,

Sippakorn Wannakao,

Luigi Cavallo,

Valerio D’Elia

Publication year - 2017

Publication title -

acs sustainable chemistry and engineering

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.878

H-Index - 109

ISSN - 2168-0485

DOI - 10.1021/acssuschemeng.7b01650

Subject(s) - ascorbic acid , bifunctional , chemistry , catalysis , disproportionation , cycloaddition , organic chemistry , iodide , combinatorial chemistry , hydrogen bond , molecule , food science

Readily available ascorbic acid was discovered as an environmentally benign hydrogen bond donor for the synthesis of cyclic organic carbonates from CO2and epoxides in the presence of nucleophilic cocatalysts. The ascorbic acid/TBAI (TBAI: tetrabutylammonium iodide) binary system could be applied for the cycloaddition of CO2to various epoxides under ambient or mild conditions. Density functional theory calculations and catalysis experiments revealed an intriguing bifunctional mechanism in the step of CO2insertion involving different hydroxyl moieties (enediol, ethyldiol) of the ascorbic acid scaffold

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