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

被引：179

作者：

Arayachukiat, Sunatda ^{[1
]}

Kongtes, Chutima ^{[1
]}

Barthel, Alexander ^{[2
]}

Vummaleti, Sai V. C. ^{[2
]}

Poater, Albert ^{[2
,3
,4
]}

Wannakao, Sippakorn ^{[1
]}

Cavallo, Luigi ^{[2
]}

D'Elia, Valerio ^{[1
]}

机构：

[1] Vidyasirimedhi Inst Sci & Technol VISTEC, Sch Mol Sci & Engn, Dept Mat Sci & Engn, Payupnai 21210, Wang Chan, Thailand

[2] King Abdullah Univ Sci & Technol, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia

[3] Univ Girona, Inst Quim Computac & Catalisi, C Maria Aurelia Capmany 6, Girona 17003, Catalonia, Spain

[4] Univ Girona, Dept Quim, C Maria Aurelia Capmany 6, Girona 17003, Catalonia, Spain

来源：

ACS SUSTAINABLE CHEMISTRY & ENGINEERING | 2017年 / 5卷 / 08期

关键词：

CO2; fixation; Cyclic carbonates; Organocatalysis; Bifunctional organocatalyst; Ascorbic acid; CHEMICAL FIXATION; ORGANIC CARBONATES; HIGHLY EFFICIENT; IMIDAZOLIUM BROMIDES; PROPYLENE-OXIDE; EPOXIDES; DIOXIDE; CYCLOADDITION; CATALYST; ORGANOCATALYSTS;

D O I：

10.1021/acssuschemeng.7b01650

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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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收藏

页码：6392 / 6397

页数：6

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