Electrocarboxylation: an Effective Process for Fixation of CO₂ into Organic Carboxylic Acids

Huan WANG, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China;
Jia-xing LU, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China;Follow

Corresponding Author

Jia-xing LU(jxlu@chem.ecnu.edu.cn)

Abstract

Conversion and utilization of greenhouse gas carbon dioxide (CO₂) have become more and more significant to the sustainable development of the global economy. Among them, electrocarboxylation of organic substrates is an effective process. Under mild conditions such as ambient temperature and pressure, carbocations generated by electroreduction of organic substrates can react with CO₂ into corresponding carboxylic acids. This paper introduces the recent progress of our group in electrochemical carboxylation, including electrocarboxylation of varies active organic substrates and asymmetric electrocarboxylation.

Graphical Abstract

Keywords

electrocarboxylation, carbon dioxide, organic electrosynthesis.

DOI Link

https://doi.org/10.13208/j.electrochem.161041

Publication Date

2017-06-29

Online Available Date

2017-02-08

Revised Date

2017-02-07

Received Date

2016-10-21

Recommended Citation

Huan WANG, Jia-xing LU. Electrocarboxylation: an Effective Process for Fixation of CO₂ into Organic Carboxylic Acids[J]. Journal of Electrochemistry, 2017 , 23(3): 250-261.
DOI: 10.13208/j.electrochem.161041
Available at: https://jelectrochem.xmu.edu.cn/journal/vol23/iss3/2

References

[1] Wang H (王欢), Lu J X (陆嘉星). Brief introduction of organic electrochemistry[J]. Journal of Electrochemistry (电化学), 2011, 17 (4): 366-372.

[2] Wang W H, Himeda Y, Muckerman J T, et al. CO2 Hydrogenation to Formate and Methanol as an Alternative to Photo- and Electrochemical CO2 Reduction[J]. Chemical Reviews, 2015, 115 (23): 12936-12973.

[3] Lu Q, Rosen J, Jiao F. Nanostructured Metallic Electrocatalysts for Carbon Dioxide Reduction[J]. ChemCatChem, 2015, 7 (1): 38-47.

[4] Wang H (王欢), Zhu M X (朱美侠), Wu L X (吴腊霞), et al. Electrosynthesis of glycerol carbonate from CO2 and glycerol[J]. Journal of Electrochemistry (电化学), 2013, 19 (4): 328-331.

[5] Wu L X, Yang H P, Wang H, et al. Electrosynthesis of cyclic carbonates from CO2 and epoxides on a reusable copper nanoparticle cathode[J]. RSC Advances, 2015, 5 (30): 23189-23192.

[6] Xiao Y, Chen B L, Yang H P, et al. Electrosynthesis of enantiomerically pure cyclic carbonates from CO2 and chiral epoxides[J]. Electrochemistry Communications, 2014, 43 (0): 71-74.

[7] Wu L X, Wang H, Xiao Y, et al. Synthesis of dialkyl carbonates from CO2 and alcohols via electrogenerated N-heterocyclic carbenes[J]. Electrochemistry Communications, 2012, 25 (0): 116-118.

[8] Zhang L, Niu D F, Zhang K, et al. Electrochemical activation of CO₂ in ionic liquid ( BMIMBF₄): synthesis of organic carbonates under mild conditions[J]. Green Chemistry, 2008, 10 (2): 202-206.

[9] Wang H, Wu L X, Zhao J Q, et al. Synthesis of cyclic carbonates from CO2 and diols via electrogenerated cyanomethyl anion[J]. Greenhouse Gases: Science and Technology, 2012, 2 (1): 59-65.

[10] Niu D F, Zhang L, Xiao L P, et al. Nickel-catalyzed coupling of CO₂ and amines: improved synthesis of carbamates[J]. Applied Organometallic Chemistry, 2007, 21 (11): 941-944.

[11] Niu D F, Xu C T, Zhang L, et al. Activation of carbon dioxide by electrocatalysis for synthesis of ethyl carbanilate[J]. Chinese Journal of Catalysis, 2007, 28 (10): 880-884.

[12] Niu D F, Xu C T, Luo Y W, et al. Electrochemical activation of CO₂ for the synthesis of ethyl carbanilate under mild conditions[J]. Chemical Research in Chinese University, 2007, 23 (6): 708-711.

[13] Tascedda P, Dunach E. Electrosynthesis of cyclic carbamates from aziridines and carbon dioxide[J]. Chemical Communications, 2000, (6): 449-450.

[14] Casadei M A, Feroci M, Inesi A, et al. The reaction of 1,2-amino alcohols with carbon dioxide in the presence of 2-pyrrolidone electrogenerated base. New synthesis of chiral oxazolidin-2-ones[J]. The Journal of Organic Chemistry, 2000, 65 (15): 4759-4761.

[15] Feroci M, Chiarotto I, Orsini M, et al. Carbon dioxide as carbon source: Activation via electrogenerated O2- in ionic liquids[J]. Electrochimica Acta, 2011, 56 (16): 5823-5827.

[16] Niu D F, Xiao L P, Zhang A J, et al. Electrocatalytic carboxylation of aliphatic halides at silver cathode in acetonitrile[J]. Tetrahedron, 2008, 64 (46): 10517-10520.