Citation: Yang Zhenhua, Zhu Jianan, Wen Caiyue, Ge Yingxiang, Zhao Shengyin. Recent Advances in Functionalization of Double Bond Based on Maleimides[J]. Chinese Journal of Organic Chemistry, ;2019, 39(9): 2412-2427. doi: 10.6023/cjoc201902012 shu

Recent Advances in Functionalization of Double Bond Based on Maleimides

Key Laboratory of Science and Technology of Exo-Textile, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620

Corresponding author: Zhao Shengyin, syzhao8@dhu.edu.cn
Received Date: 14 February 2019
Revised Date: 10 April 2019
Available Online: 19 September 2019
Fund Project: the Shanghai Municipal Natural Science Foundation 15ZR1401400Project supported by the Shanghai Municipal Natural Science Foundation (No. 15ZR1401400) and the National Undergraduate Training Program for Innovation and Entrepreneurship in Donghua University (2018)

Figures(7)

Maleimide, a common motif in a variety of natural alkaloids, has been extensively investigated due to its noteworthy biological activities and optical properties. Additionally, it can be transformed into many important heterocyclic frameworks such as succinimides, pyrrolidines, and 2-pyrrolidones. Thus, a great deal of attention has been focused on the development of new synthetic routes to access polyfunctionalized maleimides. In this article, the recent research progress in functionalization of double bond is reviewed based on maleimides according to Michael addition, oxidative coupling and cycloaddition reaction.
- maleimide,
- Michael addition,
- oxidative coupling,
- cycloaddition reaction
1. [1]
  Lavrard, H.; Rodriguez, F.; Delfourne, E. Bioorg.Med.Chem.Lett.2014, 22, 1961. doi: 10.1002/cmdc.201500025
2. [2]
  Chien, S.-C.; Chen, M.-L.; Kuo, H.-T.; Tsai, Y.-C.; Lin, B.-F.; Kuo, Y.-H. J.Agric.Food Chem.2008, 56, 7017. doi: 10.1021/jf801171x
3. [3]
  (a) Ho, S.-Y.; Alam, J.; Jeyaraj, D.-A.; Wang, W.; Lin, G.-R.; Ang, S.-H.; Tan, E.-S.-W.; Lee, M.-A.; Ke, Z.; Madan, B.; Virshup, D.-M.; Ding, L.-J.; Manoharan, V.; Chew, Y.-S.; Low, C.-B.; Pendharkar, V.; Sangthongpitag, K.; Hill, J.; Keller, T.-H.; Poulsen, A. J.Med.Chem.2017, 60, 6678.
  (b) Alam, J.; Poulsen, A.; Ho, S.-Y.; Wang, W.-L.; Duraiswamy, A. WO 2015094118, 2008[Chem.Abstr.2015, 163, 132777].
4. [4]
  Kayser, S.; Levis, M.-J.; Schlenk, R.-F. Expert Rev.Clin.Pharmacol. 2017, 10, 1177. (b) Levis, M. Blood 2017, 129, 3403. doi: 10.1080/17512433.2017.1387051
5. [5]
  Shimokawa, J.; Chiyoda, K.; Umihara, H.; Fukuyama, T. Chem.Pharm.Bull.2016, 64, 1239.
  (b) Cai, S.-L.; Song, R.; Dong, H.-Q.; Lin, G.-Q.; Sun, X.-W. Org.Lett.2016, 18, 1996.
6. [6]
  (a) Daly, M.-J.; Jones, G.-W.; Nicholls, P.-J.; Smith, H.-J.; Rowlands, M.-G.; Bunnett, M.-A. J.Med.Chem.1986, 29, 520.
  (b) Sharma, D.-K.; Rajput, V.-S.; Singh, S.; Sharma, R.; Khan, I.A.; Mukherjee, D. ChemistrySelect 2016, 1, 1954.
7. [7]
  (a) Driller, K.-M.; Klein, H.; Jackstell, R.; Beller, M. Angew.Chem., Int.Ed.2009, 48, 6041.
  (b) Mathur, P.; Joshi, R.-K.; Rai, D.-K.; Jha, B.; Mobin, S.-M. Dalton. Trans.2012, 41, 5045.
8. [8]
  Henon, H.; Messaoudi, S.; Hugon, B.; Anizon, F.; Pfeiffer, B.; Prudhomme, M. Tetrahedron 2005, 61, 5599. doi: 10.1016/j.tet.2005.03.101
9. [9]
  An, Y.-L.; Shao, Z.-Y.; Cheng, J.; Zhao, S.-Y. Synthesis 2013, 45, 2719. doi: 10.1055/s-0033-1339515
10. [10]
  Lanke, V.; Bettadapur, K.-R.; Prabhu, K.-R. Org.Lett.2015, 17, 4662. doi: 10.1021/acs.orglett.5b01809
11. [11]
  Muniraj, N.; Prabhu, K.-R. ACS Omega 2017, 2, 4470. doi: 10.1021/acsomega.7b00870
12. [12]
  Zhang, Z.; Han, S.; Tang, M.; Ackermann, L.; Li, J. Org.Lett.2017, 19, 3315. doi: 10.1021/acs.orglett.7b01480
13. [13]
  Liu, S.-L.; Li, Y.; Guo, J.-R.; Yang, G.-C.; Li, X.-H.; Gong, J.-F.; Song, M.-P. Org.Lett.2017, 19, 4042. doi: 10.1021/acs.orglett.7b01795
14. [14]
  Sherikar, M.-S.; Kapanaiah, R.; Lanke, V.; Prabhu, K.-R. Chem.Commun.2018, 54, 11200. doi: 10.1039/C8CC06264A
15. [15]
  Pan, C.; Wang, Y.; Wu, C.; Yu, J.-T. Org.Biomol.Chem.2018, 16, 693. doi: 10.1039/C7OB03039H
16. [16]
  Koltunov, K.-Y.; Prakash, G.-K.-S.; Rasul, G.; Olah, G.-A. Eur.J.Org.Chem.2006, 4861. doi: 10.1002/ejoc.200600486
17. [17]
  Yang, Z.-H.; Chen, Z.-H.; An, Y.-L.; Zhao, S.-Y. RSC Adv.2016, 6, 23438. doi: 10.1039/C6RA00136J
18. [18]
  Bettadapur, K.-R.; Lanke, V.; Prabhu, K.-R. Org.Lett.2015, 17, 4658. doi: 10.1021/acs.orglett.5b01810
19. [19]
  Mandal, R.; Emayavaramban, B.; Sundararaju, B. Org.Lett.2018, 20, 2835. doi: 10.1021/acs.orglett.8b00761
20. [20]
  Li, F.; Zhou, Y.; Yang, H.; Liu, D.; Sun, B.; Zhang, F.-L. Org.Lett.2018, 1, 146. doi: 10.1021/acs.orglett.7b03502
21. [21]
  Yu, J.T.; Chen, R.; Jia, H.; Pan, C. J.Org.Chem.2018, 83, 12086. doi: 10.1021/acs.joc.8b02059
22. [22]
  Han, S.-H.; Kim, S.; De, U.; Mishra, N.-K.; Park, J.; Sharma, S.; Kwak, J.-H.; Han, S.; Kim, H.-S.; Kim, I.-S. J.Org.Chem.2016, 81, 12416. doi: 10.1021/acs.joc.6b02577
23. [23]
  He, Q.; Yamaguchi, T.; Chatani, N. Org.Lett.2017, 19, 4544. doi: 10.1021/acs.orglett.7b02135
24. [24]
  Chen, X.; Ren, J.; Xie, H.; Sun, W.; Sun, M.; Wu, B. Org.Chem.Front.2018, 5, 184. doi: 10.1039/C7QO00687J
25. [25]
  Bettadapur, K.-R.; Lanke, V.; Prabhu, K.-R. Chem.Commun.2017, 53, 6251. doi: 10.1039/C7CC02392H
26. [26]
  Mandal, A.; Sahoo, H.; Dana, S.; Baidya, M. Org.Lett.2017, 19, 4138. doi: 10.1021/acs.orglett.7b01964
27. [27]
  Muniraj, N.; Prabhu, K.-R. J.Org.Chem.2017, 82, 6913. doi: 10.1021/acs.joc.7b01094
28. [28]
  Qrareya, H.; Ravelli, D.; Fagnoni, M.; Albinia, A. Adv.Synth.Catal.2013, 355, 2891. doi: 10.1002/adsc.201300598
29. [29]
  Capaldo, L.; Buzzetti, L.; Merli, D.; Fagnoni, M.; Ravelli, D. J.Org.Chem.2016, 81, 7102. doi: 10.1021/acs.joc.6b00984
30. [30]
  Han, S.; Park, J.; Kim, S.; Lee, S.-H.; Sharma, S.; Mishra, N.-K.; Jung, Y.-H.; Kim, I.-S. Org.Lett.2016, 18, 4666. doi: 10.1021/acs.orglett.6b02295
31. [31]
  (a) Cunha, S.; Rodovalho, W.; Azevedo, N.R.; Mendonca, M.-D.-O.; Lariucci, C.; Vencato, I. J.Brazil.Chem.Soc. 2002, 13, 629.
  (b) Gomez-Torres, E.; Alonso, D.-A.; Gomez-Bengoa, E.; Najera, C. Eur.J.Org.Chem.2013, 2013, 1434.
  (c) Noeth, J.; Frankowski, K.-J.; Neuenswander, B.; Aube, J.; Reiser, O. J. Comb. Chem.2008, 10, 456.
32. [32]
  Zhao, G.-L.; Xu, Y.-M.; Sunden, H.; Eriksson, L.; Sayah, M.; Cordova, A. Chem.Commun.2007, 7, 734. doi: 10.1039/b614962f
33. [33]
  Yu, F.; Jin, Z.; Huang, H.; Ye.T.; Liang, X.; Ye, J.-X. Org.Biomol.Chem. 2010, 8, 4767. doi: 10.1039/c0ob00154f
34. [34]
  Yu, F.; Sun, X.; Jin, Z.; Wen, S.; Liang, X.; Ye, J.-X. Chem.Commun.2010, 46, 4589. doi: 10.1039/c0cc00774a
35. [35]
  Muramulla, S.; Ma, J.-A.; Zhao, J.-C.-G. Adv.Synth.Catal.2013, 355, 1260. doi: 10.1002/adsc.201300041
36. [36]
  Vizcaino-Milla, P.; Sansano, J.-M.; Najera, C.; Fiser, B.; Gomez-Bengoa, E. Synthesis 2015, 47, 2199. doi: 10.1055/s-0034-1380718
37. [37]
  Nakashima, K.; Kawada, M.; Hirashima, S.; Kato, M.; Koseki, Y.; Miura, T. Synlett 2015, 26, 1248. doi: 10.1055/s-0034-1380382
38. [38]
  Wang, J.-J.; Dong, X.-J.; Wei, W.-T.; Yan, M. Tetrahedron: Asymmetry 2011, 22, 690. doi: 10.1016/j.tetasy.2011.04.009
39. [39]
  Bai, J.-F.; Wang, L.-L.; Peng, L.; Guo, Y.-L.; Jia, L.-N.; Tian, F.; He, G.-Y.; Xu, X.-Y.; Wang, L.-X. J.Org.Chem.2012, 77, 2947. doi: 10.1021/jo2025288
40. [40]
  Shirakawa, S.; Terao, S.J.; He, R.; Maruoka, K. Chem.Commun.2011, 47, 10557. doi: 10.1039/c1cc14043d
41. [41]
  Gomez-Torres, E.; Alonso, D.A.; Gomez-Bengoa, E.; Najera, C. Org.Lett.2011, 13, 6106. doi: 10.1021/ol202599h
42. [42]
  Li, X.; Hu, S.; Xi, Z.; Zhang, L.; Luo, S.; Cheng, J.-P. J.Org.Chem.2010, 75, 8697. doi: 10.1021/jo101832e
43. [43]
  Liao, Y.-H.; Liu, X.-L.; Wu, Z.-J.; Cun, L.-F.; Zhang, X.-M.; Yuan, W.-C. Org.Lett.2010, 12, 2896. doi: 10.1021/ol100822k
44. [44]
  Feng, J.; Zhang, Y.; Lin, L.; Yao, Q.; Liu, X.; Feng, X. Chem.Commun.2015, 51, 10554. doi: 10.1039/C5CC03203B
45. [45]
  Yarlagadda, S.; Reddy, C.-R.; Ramesh, B.; Kumar, G.-R.; Sridhar, B.; Reddy, B.-V.-S. Eur.J.Org.Chem.2018, 1364. doi: 10.1021/acs.orglett.6b03473
46. [46]
  Li, J.; Qiu, S.; Ye, X.; Zhu, B.; Liu, H.; Jiang, Z. J.Org.Chem.2016, 81, 11916. doi: 10.1021/acs.joc.6b02384
47. [47]
  Iyer, P.-S.; O'Malley, M.-M.; Lucas, M.-C. Tetrahedron Lett.2007, 48, 4413. doi: 10.1016/j.tetlet.2007.04.084
48. [48]
  Shintani, R.; Duan, W.-L.; Nagano, T.; Okada, A.; Hayashi, T. Angew.Chem., Int.Ed.2005, 44, 4611. doi: 10.1002/anie.200501305
49. [49]
  Berhal, F.; Wu, Z.; Genet, J.; Ayad, T.; Ratovelomanana-Vidal, V. J.Org.Chem.2011, 76, 6320. doi: 10.1021/jo201187c
50. [50]
  Korenaga, T.; Ko, A.; Shimamda, K. J.Org.Chem.2013, 78, 9975. doi: 10.1021/jo4014707
51. [51]
  Gopula, B.; Yang, S.-H.; Kuo, T.-S.; Hsieh, J.-C.; Wu, P.-Y.; Henschke, J.-P.; Wu, H.-L. Chem.Eur.J. 2015, 21, 11050. doi: 10.1002/chem.201501059
52. [52]
  Kumar, V.; Mitra, R.; Bhattarai, S.; Nair, V.-A. Synth.Commun.2011, 41, 392. doi: 10.1080/00397910903576651
53. [53]
  Raycroft, M.-A.-R.; Racine, K.-E.; Rowley, C.-N.; Keillor, J.-W. J.Org.Chem.2018, 83, 11674. doi: 10.1021/acs.joc.8b01638
54. [54]
  Han, F.; Yang, L.; Li, Z.; Xia, C.-G. Org.Biomol.Chem.2012, 10, 346. doi: 10.1039/C1OB06346D
55. [55]
  An, Y.-L.; Deng, Y.-X.; Zhang, W.; Zhao, S.-Y. Synthesis 2015, 47, 1581. doi: 10.1055/s-0034-1380404
56. [56]
  Velchinskaya, E.; Petsushak, B.; Rogal, A. Chem.Heterocycl.Compd.2007, 43, 695. doi: 10.1007/s10593-007-0113-y
57. [57]
  Uno, B.-E.; Deibler, K.-K.; Villa, C.; Raghuraman, A.; Scheidt, K.-A. Adv.Synth.Catal.2018, 360, 1719. doi: 10.1002/adsc.201800160
58. [58]
  Uno, B.-E.; Dicken, R.-D.; Redfern, L.-R.; Stern, C.-M.; Krzywicki, G.-G.; Scheidt, K.-A. Chem.Sci.2018, 9, 1634. doi: 10.1039/C7SC05205G
59. [59]
  Jiang, Z.; Zhang, Y.; Ye, W.; Tan, C.-H. Tetrahedron Lett.2007, 48, 51. doi: 10.1016/j.tetlet.2006.11.019
60. [60]
  Balint, E.; Takacs, J.; Drahos, L.; Keglevich, G. Heteroat.Chem.2012, 23, 235. doi: 10.1002/hc.21007
61. [61]
  Molleti, N.; Bjornberg, C.; Kong, J.-Y. Org.Biomol.Chem.2016, 14, 10695. doi: 10.1039/C6OB01987K
62. [62]
  (a) Bourderioux, A.; Routier, S.; Beneteau, V.; Merour, J.-Y. Tetrahedron 2007, 63, 9465.
  (b) Bouissane, L.; Sestelo, J.-P.; Sarandeses, L.A. Org.Lett.2009, 11, 1285.
  (c) Awuah, E.; Capretta, A. J.Org.Chem.2011, 76, 3122.
  (d) Souffrin, A.; Croix, C.; Viaud-Massuard, M.-C. Eur.J.Org.Chem.2012, 13, 2499
63. [63]
  Roshchin, A.-I.; Polunin, E.-V. Mendeleev Commun.2008, 18, 332. doi: 10.1016/j.mencom.2008.11.016
64. [64]
  Lim, L.-H.; Zhou, J. Org.Chem.Front.2015, 2, 775. doi: 10.1039/C5QO00015G
65. [65]
  Jafarpour, F.; Shamsianpour, M.; Issazadeh, S.; Dorrani, M.; Hazrati, H. Tetrahedron 2017, 73, 1668. doi: 10.1016/j.tet.2017.01.069
66. [66]
  Jafarpour, F.; Shamsianpour, M. RSC Adv.2016, 6, 103567. doi: 10.1039/C6RA24420C
67. [67]
  Yang, Z.-H.; An, Y.-L.; Chen, Y.; Shao, Z.-Y.; Zhao, S.-Y. Adv.Synth.Catal.2016, 358, 3869. doi: 10.1002/adsc.201600812
68. [68]
  Dana, S.; Mandal, A.; Sahoo, H.; Baidya, M. Org.Lett.2017, 19, 1902. doi: 10.1021/acs.orglett.7b00674
69. [69]
  An, Y.-L.; Zhang, H.-H.; Yang, Z.-H.; Lin, L.; Zhao, S.-Y. Eur.J.Org.Chem. 2016, 2016, 5405.
70. [70]
  Kong, D.-H.; An, Y.-L.; Shao, Z.-Y.; Zhao, S.-Y. J.Chem.Res.2018, 42, 476. doi: 10.3184/174751918X15359929315492
71. [71]
  (a) Yang, Z.-H.; Tan, H.-R.; An, Y.-L.; Zhao, Y.-W.; Lin, H.-P.; Zhao, S.-Y. Adv.Synth.Catal.2018, 360, 173.
  (b) Yang, Z.-H.; Zhu, J.-N.; Jin, Z.-H.; Zheng, J.; Zhao, S.-Y. Synthesis 2018, 50, 4627.
72. [72]
  Yang, Z.-H.; Tan, H.-R.; Zhu, J.-N.; Zheng, J.; Zhao, S.-Y. Adv.Synth.Catal. 2018, 360, 1523. doi: 10.1002/adsc.201701431
73. [73]
  (a) Maruoka, H.; Okabe, F.; Koutake, Y.; Fujioka, T.; Yamagata, K. Heterocycles 2009, 77, 617.
  (b) Bai, J.-F.; Guo, Y.-L.; Peng, L.; Jia, L.-N.; Xu, X.-Y.; Wang, L.-X. Tetrahedron 2013, 69, 1229.
  (b) Petrelli, A.; Samain, E.; Pradeau, S.; Halila, S.; Fort, S. ChemBioChem 2017, 18, 206.
74. [74]
  Baker, J.-R.; Tedaldi, L.-M.; Aliev, A.-E. Chem.Commun. 2012, 48, 4725. doi: 10.1039/c2cc31673k
75. [75]
  Lin, C.; Zhen, L.; Cheng, Y.; Du, H.-J.; Zhao, H.; Wen, X.; Kong, L.-Y.; Xu, Q.-L.; Sun, H. Org.Lett.2015, 17, 2684. doi: 10.1021/acs.orglett.5b01078
76. [76]
  Ding, G.; Wu, X.; Jiang, L.; Zhang, Z.; Xie, X. Org.Lett.2017, 19, 6048. doi: 10.1021/acs.orglett.7b02739
77. [77]
  Qiu, S.; Lee, R.; Zhu, B.; Coote, M.-L.; Zhao, X.; Jiang, Z. J.Org.Chem.2016, 81, 8061. doi: 10.1021/acs.joc.6b01451
78. [78]
  Nishikawa, Y.; Nakano, S.; Tahira, Y.; Terazawa, K.; Yamazaki, K.; Kitamura, C.; Hara, O. Org.Lett.2016, 18, 2004. doi: 10.1021/acs.orglett.6b00608
79. [79]
  Kumar, G.-V.; Govindaraju, M.; Renuka, N.; Khatoon, B.-B.-A.; Mylarappa, B.-N.; Kumar, K.-A. Rasayan J.Chem.2012, 5, 338.
80. [80]
  Liu, G.-N.; Luo, R.-H.; Zhou, Y.; Zhang, X.-J.; Li, J.; Yang, L.-M.; Zheng, Y.-T.; Liu, H. Molecules 2016, 21, 1198/1. doi: 10.3390/molecules21091198
81. [81]
  Zhang, X.-N.; Chen, G.-Q.; Tang, X.-Y.; Wei, Y.; Shi, M. Angew.Chem., Int.Ed.2014, 53, 10768. doi: 10.1002/anie.201406100
82. [82]
  Sharma, S.; Han, S.H.; Oh, Y.; Mishra, N.-K.; Lee, S.-H.; Oh, J.-S.; Kim, I.-S. Org.Lett.2016, 18, 2568. doi: 10.1021/acs.orglett.6b00909
83. [83]
  Morita, T.; Akita, M.; Satoh, T.; Kakiuchi, F.; Miura, M. Org.Lett.2016, 18, 4598. doi: 10.1021/acs.orglett.6b02244
84. [84]
  Yu, W.; Zhang, W.; Liu, Y.; Liu, Z.; Zhang, Y. Org.Chem.Front.2017, 4, 77. doi: 10.1039/C6QO00479B
85. [85]
  Zhu, C.; Falck, J.-R. Chem.Commun.2012, 48, 1674. doi: 10.1039/C2CC16963K
86. [86]
  Miura, W.; Hirano, K.; Miura, M. Org.Lett.2015, 17, 4034. doi: 10.1021/acs.orglett.5b01940
1. [1]
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2. [2]
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5. [5]
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7. [7]
  Yi Yang , Xin Zhou , Miaoli Gu , Bei Cheng , Zhen Wu , Jianjun Zhang . S型ZnO/CdIn₂S₄光催化剂制备H₂O₂偶联苄胺氧化的超快电子转移飞秒吸收光谱研究. Acta Physico-Chimica Sinica, 2025, 41(6): 100064-. doi: 10.1016/j.actphy.2025.100064
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  Lirui Shen , Kun Liu , Ying Yang , Dongwan Li , Wengui Chang . Synthesis and Application of Decanedioic Acid-N-Hydroxysuccinimide Ester: Exploration of Teaching Reform in Comprehensive Applied Chemistry Experiment. University Chemistry, 2024, 39(8): 212-220. doi: 10.3866/PKU.DXHX202312035
9. [9]
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10. [10]
  Yikai Wang , Xiaolin Jiang , Haoming Song , Nan Wei , Yifan Wang , Xinjun Xu , Cuihong Li , Hao Lu , Yahui Liu , Zhishan Bo . 氰基修饰的苝二酰亚胺衍生物作为膜厚不敏感型阴极界面材料用于高效有机太阳能电池. Acta Physico-Chimica Sinica, 2025, 41(3): 2406007-. doi: 10.3866/PKU.WHXB202406007
11. [11]
  Jiaxin Su , Jiaqi Zhang , Shuming Chai , Yankun Wang , Sibo Wang , Yuanxing Fang . Optimizing Poly(heptazine imide) Photoanodes Using Binary Molten Salt Synthesis for Water Oxidation Reaction. Acta Physico-Chimica Sinica, 2024, 40(12): 2408012-. doi: 10.3866/PKU.WHXB202408012
12. [12]
  Tao Wen , Tao Zhang , Changguo Sun , Jinyu Liu . Preparation of Dess-Martin Reagent and Its Application in Oxidizing Cyclohexanol. University Chemistry, 2024, 39(5): 20-26. doi: 10.3866/PKU.DXHX202309055
13. [13]
  Chuanming GUO , Kaiyang ZHANG , Yun WU , Rui YAO , Qiang ZHAO , Jinping LI , Guang LIU . Performance of MnO₂-0.39IrO_x composite oxides for water oxidation reaction in acidic media. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1135-1142. doi: 10.11862/CJIC.20230459
14. [14]
  Tong Zhou , Jun Li , Zitian Wen , Yitian Chen , Hailing Li , Zhonghong Gao , Wenyun Wang , Fang Liu , Qing Feng , Zhen Li , Jinyi Yang , Min Liu , Wei Qi . Experiment Improvement of “Redox Reaction and Electrode Potential” Based on the New Medical Concept. University Chemistry, 2024, 39(8): 276-281. doi: 10.3866/PKU.DXHX202401005
15. [15]
  Ji-Quan Liu , Huilin Guo , Ying Yang , Xiaohui Guo . Calculation and Discussion of Electrode Potentials in Redox Reactions of Water. University Chemistry, 2024, 39(8): 351-358. doi: 10.3866/PKU.DXHX202401031
16. [16]
  Guojie Xu , Fang Yu , Yunxia Wang , Meng Sun . Introduction to Metal-Catalyzed β-Carbon Elimination Reaction of Cyclopropenones. University Chemistry, 2024, 39(8): 169-173. doi: 10.3866/PKU.DXHX202401060
17. [17]
  Endong YANG , Haoze TIAN , Ke ZHANG , Yongbing LOU . Efficient oxygen evolution reaction of CuCo₂O₄/NiFe-layered bimetallic hydroxide core-shell nanoflower sphere arrays. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 930-940. doi: 10.11862/CJIC.20230369
18. [18]
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19. [19]
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20. [20]
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沈阳化工大学材料科学与工程学院沈阳 110142