Citation: Haoran Cai, Xiayi Yao, Yuchao Cao, Zepeng Lu, Jiang Bian. Applications of Photoelectrochemistry in Organic Synthesis[J]. University Chemistry, ;2023, 38(1): 129-140. doi: 10.3866/PKU.DXHX202202021 shu

Applications of Photoelectrochemistry in Organic Synthesis

College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China

Corresponding author: Jiang Bian, bj@pku.edu.cn
Received Date: 12 February 2022

In recent years, photoelectrochemistry has attracted more and more attention as an efficient method of organic synthesis. A combination of the amazing performance of photochemical catalysis and the anti-thermodynamic properties of electrochemical catalysis has greatly simplified several organic syntheses. In this paper, we introduce typical photoelectrochemical reactions, summarize several catalysts widely applied in photoelectrochemistry, and propose a perspective for further applications of photoelectrochemistry.
- Photoelectrochemistry,
- Organic synthesis,
- Photo-sensitive dye
1. [1]
  Nicholson, W. J. Nat. Philos. Chem. Arts. 1800, 4, 179.
2. [2]
  Jutand, A. Chem. Rev. 2008, 108, 2300.
3. [3]
  Francke, R.; Little, R. D. Chem. Soc. Rev. 2014, 43, 2492.
4. [4]
  Yan, M.; Kawamata, Y.; Baran, P. S. Chem. Rev. 2017, 117, 13230.
5. [5]
  Jiang, Y.; Xu, K.; Zeng, C. Chem. Rev. 2018, 118, 4485.
6. [6]
  Tang, S.; Liu, Y.; Lei, A. Acc. Chem. Res. 2018, 4, 27.
7. [7]
  Wiebe, A.; Gieshoff, T.; Mohle, S.; Rodrigo, E.; Zirbes, M.; Waldvogel, S. R. Angew. Chem. Int. Ed. 2018, 57, 5594.
8. [8]
  Liu, J.; Lu, L.; Wood, D.; Lin, S. ACS Cen. Sci. 2020, 6 (8), 1317.
9. [9]
  Yu, Y.; Guo, P.; Zhong, J.; Yuan, Y.; Ye, K. Org. Chem. Front. 2020, 7 (1), 131.
10. [10]
  O’Regan, B.; Grätzel, M. Nature 1991, 353, 737.
11. [11]
  Lewis, N.; Nocera, D. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 15729.
12. [12]
  Gray, H. Nat. Chem. 2009, 1, 112.
13. [13]
  Ardo, S.; Meyer, G. Chem. Soc. Rev. 2009, 38, 115.
14. [14]
  Mckone, J. R.; Lewis, N. S.; Gray, H. B. Chem. Mater. 2014, 26, 407.
15. [15]
  Zhang, B.; Sun, L. Chem. Soc. Rev. 2019, 48, 2216.
16. [16]
  Barber, J.; Tran, P. D. J. R. Soc. Interface. 2013, 10 (81), 20120984.
17. [17]
  Cowper, N. G. W.; Chernowsky, C. P.; Williams, O. P.; Wickens, Z. K. J. Am. Chem. Soc. 2020, 142, 2093.
18. [18]
  El-Khouly, M. E.; El-Mohsnawy, E.; Fukuzumi, S. J. Photochem. Photobiol. 2017, 31, 36.
19. [19]
  Moutet, J.; Reverdy, G. Tetrahedron Lett. 1979, 20, 2389.
20. [20]
  Shukla, S.; Rusling, J. J. Phys. Chem. 1985, 89 (15), 3353.
21. [21]
  Sauermann, N.; Meyer, T. H.; Qiu, Y. A.; Ackermann, L. ACS Catal. 2018, 8, 7086.
22. [22]
  Qiu, Y. A.; Scheremetjew, A.; Finger, L. H.; Ackermann, L. Chem. Eur. J. 2020, 26, 3241.
23. [23]
  Lai, X. L.; Shu, X. M.; Song, J. S.; Xu, H. C. Angew. Chem. Int. Ed. 2020, 59, 10626.
24. [24]
  Yan, H.; Hou, Z. W.; Xu, H. C. Angew. Chem. Int. Ed. 2019, 58, 4592.
25. [25]
  Huang, H.; Strater, Z. M.; Rauch, M.; Shee, J.; Sisto, T. J.; Nuckolls, C.; Lambert, T. H. Angew. Chem. Int. Ed. 2019, 58, 38.
26. [26]
  Niu, L.; Jiang, C.; Liang, Y.; Liu, D.; Bu, F.; Shi, R.; Chen, H.; Chowdhury, A. D.; Lei, A. J. Am. Chem. Soc. 2020, 142, 41.
27. [27]
  Zhang, W.; Carpenter, K. L.; Lin, S. Angew. Chem. Int. Ed. 2019, 59, 409.
28. [28]
  Scheffold, R.; Orlinski, R. J. Am. Chem. Soc. 1983, 105, 7200.
29. [29]
  Wolff, M. E. Chem. Rev. 1963, 63, 55.
30. [30]
  Li, J.; Corey, E. J. Name Reactions in Heterocyclic Chemistry; Wiley: Hoboken, NY, USA, 2005.
31. [31]
  Stateman, L. M.; Nakafuku, K. M.; Nagib, D. A. Synthesis 2018, 50, 1569.
32. [32]
  Wang, F.; Stahl, S. S. Angew. Chem. Int. Ed. 2018, 58, 19.
33. [33]
  Martinez, C.; Muniz, K. Angew. Chem. Int. Ed. 2015, 54, 8287.
34. [34]
  Becker, P.; Duhamel, T.; Stein, C. J.; Reiher, M.; Muniz, K. Angew. Chem. Int. Ed. 2017, 56, 8004.
35. [35]
  Duhamel, T.; Stein, C. J.; Martinez, C.; Reiher, M.; Muniz, K. ACS Catal. 2018, 8, 3918.
36. [36]
  Stateman, L. M.; Wappes, E. A.; Nakafuku, K. M.; Edwards, K. M.; Nagib, D. A. Chem. Sci. 2019, 10, 2693.
37. [37]
  Zhang, L.; Liardet, L.; Luo, J. S.; Ren, D.; Gratzel, M.; He, X. Nat. Catal. 2019, 2, 366.
38. [38]
  Sivula, K.; van de Krol, R. Nat. Mater. 2016, 1, 1.
39. [39]
  Okada, Y. Chem. Rec. 2021, 21, 2223.
40. [40]
  Barham, J. P.; König, B. Angew. Chem. Int. Ed. 2020, 59, 11732.
41. [41]
  Tsudaka, T.; Kotani, H.; Ohkubo, K.; Nakagawa, T.; Tkachenko, N. V.; Lemmetyinen, H.; Fukuzumi, S. Chem. Eur. J. 2017, 23, 1306.
42. [42]
  Speckmeier, E.; Fischer, T. G.; Zeitler, K. A. J. Am. Chem. Soc. 2018, 140, 15353.
43. [43]
  Ohkubo, K.; Fujimoto, A.; Fukuzumi, S. J. Am. Chem. Soc. 2013, 135, 5368.
44. [44]
  Fukuzumi, S.; Kotani, H.; Ohkubo, K.; Ogo, S.; Tkachenko, N.; Lemmetyinen, H. J. Am. Chem. Soc. 2004, 126, 1600.
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