Ascorbic Acid as a Bifunctional Hydrogen Bond Donor for the Synthesis of Cyclic Carbonates from CO2 under Ambient Conditions,ACS Sustainable Chemistry & Engineering

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Ascorbic Acid as a Bifunctional Hydrogen Bond Donor for the Synthesis of Cyclic Carbonates from CO2 under Ambient Conditions
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2017-07-18 00:00:00 , DOI: 10.1021/acssuschemeng.7b01650
Sunatda Arayachukiat ₁ , Chutima Kongtes ₁ , Alexander Barthel ₂ , Sai V. C. Vummaleti ₂ , Albert Poater _{2,

3} , Sippakorn Wannakao ₁ , Luigi Cavallo ₂ , Valerio D’Elia ₁

Affiliation

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.

中文翻译：

抗坏血酸作为双功能氢键供体，在环境条件下由CO ₂合成环状碳酸酯

已发现易得的抗坏血酸是一种环境友好的氢键供体，可用于在亲核助催化剂存在下由CO ₂和环氧化物合成环状有机碳酸酯。抗坏血酸/ TBAI（TBAI：四丁基碘化铵）二元体系可用于在环境或温和条件下将CO ₂环化成各种环氧化物。密度泛函理论计算和催化实验表明，在抗坏血酸支架的不同羟基部分（烯二醇，乙二醇）插入CO ₂的过程中，一个有趣的双功能机理。

更新日期：2017-07-19

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