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Corresponding Author

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

Abstract

Organic electrochemistry is a very useful tool for organic synthesis, not only because of the selective introduction or removal of electrons from organic molecules, but also for its green process. In this paper, electroorganic synthesis has been introduced from the systems, research methods and technologies to the characterization. Most of organic compounds could be electrochemically oxidized or reduced. Here, taking C=C compounds as an example, several kinds of electrochemical organic synthesis reactions are discussed, such as electrochemical addition, electrocatalytic dimrization, electropolymerization, etc. Electroorganic synthesis has been industrialized since 1960s. In this paper, electrosynthesis of adiponitrile was used as an example to introduce the manufacturing technique and technological improvement. Electrochemical fixation of CO2 is also introduced. At last, future outlook is also described.

Graphical Abstract

Keywords

organic electrochemistry, electrosynthesis, green chemistry

Publication Date

2011-11-28

Online Available Date

2011-10-18

Revised Date

2011-10-11

Received Date

2011-09-02

References

[1] Torii S. Electroorganic reduction synthesis [M]. Tokyo: WILEY-VCH Verlag GmbH & Co. KGaA, 2006: 3.

[2] Bard A J, Faulkner L R. Electrochemical methods, fundamentals and applications, 2nd Edition. [M]. New York: John Wiley & Sons, Inc, 2001.

[3] Ma C A (马淳安). Introduction to organic electrosynthesis (有机电化学合成导论) [M]. Beijing: Science Press (科学出版社), 2002.

[4] Schafer H J. Encyclopedia of electrochemistry (Vol. 8). Organic electrochemistry [M]. Weinheim: WILEY-VCH Verlag GmbH & Co. KGaA, 2004.

[5] Grimshaw J. Elctrochemical reaction and mechanisms in organic chemistry [M]. Amsterdam: Elsevier, 2000.

[6] Fry A. J. Synthetic organic electrochemistry [M]. New York: John Wiley & Sons, Inc., 1989.

[7] Yang Q Q (杨绮琴), Fang B L (方北龙), Tong Y X (童叶翔). Applied electrochemistry. 2nd Edition. (应用电化学第2版) [M] Guangzhou: Zhongshan University Press (中山大学出版社), 2005.

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

[9] Zhang K, Wang H, Zhao S F, et al. Asymmetric electrochemical carboxylation of prochiral acetophenone: An efficient route to optically active atrolactic acid via selective fixation of carbon dioxide [J]. Journal of Electroanalytical Chemistry, 2009, 630 (1/2): 35-41.

[10] Wang H, Zhang K, Liu Y Z, et al. Electrochemical carboxylation of cinnamate esters in MeCN [J]. Tetrahedron, 2008, 64 (2): 314-318.

[11] 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.

[12] Zhang L, Wang H, Li R N, et al. Electrocatalytic synthesis of propylene carbonate from CO2 and propylene oxide [J]. Chemical Research in Chinese Universities, 2011, 27 (2): 300-303.

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