Citation: Fu Xiaofei, Zhao Wenxian. Progress in Difunctionalization of Alkenes[J]. Chinese Journal of Organic Chemistry, ;2019, 39(3): 625-647. doi: 10.6023/cjoc201808031 shu

Progress in Difunctionalization of Alkenes

Fu Xiaofei ^a ,
Zhao Wenxian ^a,b,,

a.
College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450000
b.
College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000

Corresponding author: Zhao Wenxian, zhwx2595126@163.com
Received Date: 27 August 2018
Revised Date: 1 November 2018
Available Online: 25 March 2018
Fund Project: the Key Science Research of Education Committee in Henan Province 16A150020Project supported by the National Natural Science Foundation of China (Nos. 20972091, 21172139) and the Key Science Research of Education Committee in Henan Province (No. 16A150020)the National Natural Science Foundation of China 21172139the National Natural Science Foundation of China 20972091

Figures(95)

As an important kind of organic chemical reaction, difunctionalization of alkenes can not only synthesize multi-site reaction products effectively in one step, but also transform the starting material into other compounds that containing biological activity or drug activity. At the same time, it provides more methods for the construction of chemical structure diversity, so it is very important to develop the bifunctionalization of alkenes. In this paper, the bifunctionalization of various alkenes in recent 12 years is reviewed. It can be divided into three parts:copper-catalyzed difunctionalization of alkenes, other transition metal-catalyzed difunctionalization of alkenes, and non-metal-catalyzed difunctionalization of alkenes. The prospects of this reaction are also discussed.
- alkene,
- bifunctionalization,
- catalysis
1. [1]
  (a) Gaich, T.; Baran, P. S. J. Org. Chem. 2010, 75, 4657.
  (b) Wender, P. A. Chem. Rev. 1996, 96, 1.
2. [2]
  (a) Xu, L.; Mou, X. Q.; Chen, Z. M.; Wang, S. H. Chem. Commun. 2014, 50, 10676.
  (b) Beccalli, E. M.; Broggini, G.; Martinelli, M.; Sottocornola, S. Chem. Rev. 2007, 107, 5318.
  (c) Jensen, K. H.; Sigman, M. S. Org. Biomol. Chem. 2008, 6, 4083.
  (d) Chemler, S. R. Org. Biomol. Chem. 2009, 7, 3009.
  (e) Muniz, K. Angew. Chem., Int. Ed. 2009, 48, 9412.
  (f) Li, G.; Kotti, S. R. S. S.; Timmons, C. Eur. J. Org. Chem. 2007, 2745.
3. [3]
  (a) Zhou, M. B.; Wang, C. Y.; Song, R. J.; Liu, Y.; Wei, W. T.; Li, J. H. Chem. Commun. 2013, 49, 10817.
  (b) Mu, X.; Wu, T.; Wang, H. Y. Guo, Y. L.; Liu, G. J. Am. Chem. Soc. 2012, 134, 878.
  (c) Wu, T.; Mu, X.; Liu, G. Angew. Chem., Int. Ed. 2011, 50, 12578.
  (d) Zhou, S. L.; Guo, L. N.; Wang, S.; Duan, X. H. Chem. Commun. 2014, 50, 3589.
4. [4]
  (a) Keith, J. A; Henry, P. M. Angew. Chem., Int. Ed. 2009, 48, 9038.
  (b) McDonald, R. I.; Liu, G. S.; Stahl, S. S. Chem. Rev. 2011, 111, 2981.
5. [5]
  (a) Zhang, X.; You, S. L. Chem 2017, 3, 919.
  (b) Lucet, D.; Le Gall, T.; Mioskowski, C. Angew. Chem., Int. Ed. 1998, 37, 2580.
6. [6]
  Yuan, W.; Du, H.; Zhao, B.; Shi, Y. Org. Lett. 2007, 9, 2589. doi: 10.1021/ol071105a
7. [7]
  Du, H.; Zhao, B.; Yuan, W.; Shi, Y. Org. Lett. 2008, 10, 4231. doi: 10.1021/ol801605w
8. [8]
  Zhao, B.; Peng, X, ; Cui, S.; Shi, Y. J. Am. Chem. Soc. 2010, 132, 11009. doi: 10.1021/ja103838d
9. [9]
  Zhao, B.; Peng, X.; Zhu, Y.; Ramirez, T. A.; Comwall, R. G.; Shi, Y. J. Am. Chem. Soc. 2011, 133, 20890. doi: 10.1021/ja207691a
10. [10]
  Zhu, Y. G.; Shi, Y. Chem.-Eur. J. 2014, 20, 13901. doi: 10.1002/chem.v20.43
11. [11]
  Sequeira, F. C.; Turnpenny, B. W.; Chemler, S. R. Angew. Chem. 2010, 122, 6509. doi: 10.1002/ange.201003499
12. [12]
  Wang, Y. F.; Zhu, X.; Chiba, S. J. Am. Chem. Soc. 2012, 134, 3679. doi: 10.1021/ja2120629
13. [13]
  Turnpenny, B. W.; Chemler, S. R. Chem. Sci. 2014, 5, 1786. doi: 10.1039/C4SC00237G
14. [14]
  Karyakarte, S. D.; Sequeira, F. C.; Zibreg, G. H.; Huang, G. Q.; Matthew, J. P.; Ferreira, M. M. M.; Chemler, S. R. Tetrahedron Lett. 2015, 56, 3686. doi: 10.1016/j.tetlet.2015.01.171
15. [15]
  Shen, K.; Wang, Q. Chem. Sci. 2015, 6, 4279. doi: 10.1039/C5SC00897B
16. [16]
  Khoder, Z. M.; Wong, C. E.; Chemler, S. R. ACS Catal. 2017, 7, 4775. doi: 10.1021/acscatal.7b01362
17. [17]
  Weng, S. S.; Hsieh, K. Y.; Zeng, Z. J. Zhang, J. W. Tetrahedron Lett. 2017, 58, 670. doi: 10.1016/j.tetlet.2017.01.015
18. [18]
  Wang, F. L.; Dong, X. Y.; Lin, J. S.; Zeng, Y.; Jiao, G. Y.; Gu, Q. S.; Guo, X. Q.; Ma, C. L.; Liu, X. Y. Chem 2017, 3, 979. doi: 10.1016/j.chempr.2017.10.008
19. [19]
  Chen, M. M.; Wang, L. J.; Ren, P. X.; Hou, X. Y.; Zhang, F.; Han, M. Nan.; Li, W. Org. Lett. 2018, 20, 510. doi: 10.1021/acs.orglett.7b03401
20. [20]
  Fu, S. M.; Yang, H. H.; Li, G. Q.; Deng, Y. F.; Jiang, H. F.; Zeng, W. Org. Lett. 2015, 17, 1018. doi: 10.1021/acs.orglett.5b00131
21. [21]
  Kinnel, R. B.; Gehrken, H. P.; Scheuer, P. J. J. Am. Chem. Soc. 1993, 115, 3376. doi: 10.1021/ja00061a065
22. [22]
  Li, S. Q.; Xiong, P.; Zhu, L.; Qian, X. Y.; Xu, H. C. Eur. J. Org. Chem. 2016, 20, 3449.
23. [23]
  Shen, K.; Wang, Q. Chem. Sci. 2017, 8, 8265. doi: 10.1039/C7SC03420B
24. [24]
  Shen, K.; Wang, Q. J. Am. Chem. Soc. 2017, 139, 13110. doi: 10.1021/jacs.7b06852
25. [25]
  Pan, G. H.; Ouyang, X. H.; Hu, M.; Xie, Y. X.; Li, J. H. Adv. Synth. Catal. 2017, 15, 2564. doi: 10.1002/adsc.201700365
26. [26]
  Zhang, Y, L.; Wang, M.; Cao, P.; Liao, J. Acta Chim. Sinica 2017, 75, 794(in Chinese).
27. [27]
  Gockel, S. N.; Buchanan, T. L.; Hull, K. L. J. Am. Chem. Soc. 2018, 140, 58. doi: 10.1021/jacs.7b10529
28. [28]
  Zeng, W.; Chemler, S. R. J. Am. Chem. Soc. 2007, 129, 12948. doi: 10.1021/ja0762240
29. [29]
  Miao, L.; Haque, I.; Manzoni, M. R.; Tham, W. S.; Chemler, S. R. Org. Lett. 2010, 12, 4739. doi: 10.1021/ol102233g
30. [30]
  Kaneko, K.; Yoshino, T.; Matsunaga, S.; Kanai, M. Org. Lett. 2013, 15, 2502. doi: 10.1021/ol4009848
31. [31]
  Wang, D. H.; Wu, L. Q.; Wang, F.; Wan, X. L.; Chen, P. H.; Lin, Z. Y.; Liu, G. S. J. Am. Chem. Soc. 2017, 139, 6811. doi: 10.1021/jacs.7b02455
32. [32]
  Miller, Y.; Miao, L.; Hosseini, A. S.; Chemler, R. S. J. Am. Chem. Soc. 2012, 134, 12149. doi: 10.1021/ja3034075
33. [33]
  Zhou, S. L.; Guo, L. N.; Wang, H.; Duan, X. H. Chem.-Eur. J. 2013, 19, 12970. doi: 10.1002/chem.v19.39
34. [34]
  Zhou, B.; Hou, W.; Yang, Y.; Feng, H.; Li, Y. Org. Lett. 2014, 167, 1322. doi: 10.1002/chin.201434141
35. [35]
  Shi, L.; Wang, Y.; Yang, H.; Fu, H. Org. Biomol. Chem. 2014, 12, 4070. doi: 10.1039/C4OB00576G
36. [36]
  Li, X.; Jian, X.; Zhang, P.; Gao, Y.; Wu, J.; Tang, G.; Zhao, Y. Synlett 2014, 25, 2009. doi: 10.1055/s-00000083
37. [37]
  Schlosser, M. Angew. Chem., Int. Ed. 2006, 45, 5432. doi: 10.1002/(ISSN)1521-3773
38. [38]
  Liang, Z.; Wang, F.; Chen, P.; Liu, G. S. Org. Lett. 2015, 17, 2438. doi: 10.1021/acs.orglett.5b00939
39. [39]
  Egami, H.; Shimizu, R.; Kawamura, S.; Sodeoka, M. Angew. Chem., Int. Ed. 2013, 52, 4000. doi: 10.1002/anie.v52.14
40. [40]
  Yang, F.; Klumphu, P.; Liang, Y. M.; Lipshutz, B. H. Chem. Commun. 2014, 50, 936. doi: 10.1039/C3CC48131J
41. [41]
  Egami, H.; Kawamura, S.; Miyazaki, A.; Sodeoka, M. Angew. Chem., Int. Ed. 2013, 52, 7841. doi: 10.1002/anie.v52.30
42. [42]
  Lin, J. S.; Liu, X. G.; Zhu, X. L.; Tan, B.; Liu, X. Y. J. Org. Chem. 2014, 79, 7084. doi: 10.1021/jo5012619
43. [43]
  Lin, J. S.; Xiong, Y. P.; Ma, C. L.; Zhao, L. J.; Tan, B.; Liu, X. Y. Chem.-Eur. J. 2014, 20, 1332. doi: 10.1002/chem.v20.5
44. [44]
  Lin, J. S.; Dong, X. Y.; Li, T. T.; Jiang, N. C.; Tan, B.; Liu, X. Y. J. Am. Chem. Soc. 2016, 138, 9357. doi: 10.1021/jacs.6b04077
45. [45]
  Shen, K.; Wang, Q. Org. Chem. Front. 2016, 3, 222. doi: 10.1039/C5QO00353A
46. [46]
  Lin, J. S.; Wang, F. L.; Dong, X. Y.; He, W. W.; Yuan, Y.; Chen, S.; Liu, X. Y. Nat. Commun. 2017, 8, 14841. doi: 10.1038/ncomms14841
47. [47]
  Zhu, R.; Buchwald, S. L. J. Am. Chem. Soc. 2012, 134, 12462. doi: 10.1021/ja305840g
48. [48]
  Zhu, R.; Buchwald, S. L. Angew. Chem., Int. Ed. 2013, 52, 12655. doi: 10.1002/anie.201307790
49. [49]
  Jiang, X. Y.; Qing, F. L. Angew. Chem., Int. Ed. 2013, 52, 14177. doi: 10.1002/anie.201307595
50. [50]
  Ye, J. H.; Song, L.; Zhou, W. J.; Ju, T.; Yin, Zh. B.; Yan, S. S.; Zhang, Z.; Li, J.; Yu, D. G. Angew. Chem., Int Ed. 2016, 34, 10022. doi: 10.1002/chin.201651141
51. [51]
  Cheng, Y. F.; Dong, X. Y.; Gu, Q. S.; Yu, Z. L.; Liu, X. Y. Angew. Chem. 2017, 30, 9009. doi: 10.1002/ange.201702925
52. [52]
  Li, X. T.; Gu, Q. S.; Dong, X. Y.; Meng, X.; Liu, X. Y. Angew. Chem., Int. Ed. 2018, 57, 7668. doi: 10.1002/anie.v57.26
53. [53]
  Li, Z. L.; Li, X. H.; Wang, N.; Yang, N. Y.; Liu, X. Y. Angew. Chem., Int. Ed. 2016, 55, 15100. doi: 10.1002/anie.201608198
54. [54]
  Liu, Z. C.; Bai, Y. H.; Zhang, J.; Yu, Y. Q.; Tan, Z.; Zhu, G. G. Chem. Commun. 2017, 53, 6440. doi: 10.1039/C7CC02537H
55. [55]
  Fu, L.; Zhou, S.; Wan, X. L.; Chen, P. H.; Liu, G. S. J. Am. Chem. Soc. 2018, 140, 10965. doi: 10.1021/jacs.8b07436
56. [56]
  (a) Brase, S.; Gil, C.; Knepper, K.; Zimmermann, V. Angew. Chem., Int. Ed. 2005, 44, 5188.
  (b) Drivel, T. G. Org. Biomol. Chem. 2010, 8, 3831.
  (c) Fumagalli, G.; Rabet, P. T. G.; Boyd, S.; Greaney, M. F. Angew. Chem., Int. Ed. 2015, 54, 11481.
57. [57]
  (a) Rong, J.; Han, J.; Dong, L.; Tan, Y.; Yang, H.; Feng, L.; Wang, Q. W.; Meng, R.; Zhao, J.; Wang, S. Q.; Chen. X. J. Am. Chem. Soc. 2014, 136, 17468.
  (b) Gramlich, P. M. E.; Wirges, C. T.; Manetto, A.; Carell, T. Angew. Chem., Int. Ed. 2008, 47, 8350.
58. [58]
  Yin, H.; Wang, T.; Jiao, N. Org. Lett. 2014, 16, 2302. doi: 10.1021/ol500793c
59. [59]
  Zhu, L.; Yu, H.; Xu, Z.; Jiang, X.; Lin, L.; Wang, R. Org. Lett. 2014, 16, 1562. doi: 10.1021/ol403687k
60. [60]
  Zhu, R.; Buchwald, S. L. J. Am. Chem. Soc. 2015, 137, 8069. doi: 10.1021/jacs.5b04821
61. [61]
  Lu, M. Z.; Wang, C. Q.; Loh, T. P. Org. Lett. 2015, 17, 6110. doi: 10.1021/acs.orglett.5b03130
62. [62]
  Zhou, H.; Jian, W. J.; Qian, B.; Ye, C. Q.; Li, D. L.; Zhou, J.; Bao, H. L. Org. Lett. 2017, 19, 6120. doi: 10.1021/acs.orglett.7b02982
63. [63]
  Bunescu, A.; Ha, T. M.; Wang, Q.; Zhu, J. P. Angew. Chem., Int. Ed. 2017, 56, 10555. doi: 10.1002/anie.v56.35
64. [64]
  Xu, L.; Mou, X. Q.; Chen, Z. M.; Wang, S. H. Chem. Commun. 2014, 50, 10676. doi: 10.1039/C4CC04640D
65. [65]
  Wang, D. H.; Wang, F.; Chen, P. H.; Lin, Z. Y.; Liu, G. S. Angew. Chem., Int. Ed. 2017, 8, 2054. doi: 10.1002/anie.201405937
66. [66]
  Qian, Bo.; Xiong, H. G.; Zhu, N. B.; Ye, C. Q.; Jian, W. J.; Bao, H. L. Tetrahedron Lett. 2016, 57, 3400. doi: 10.1016/j.tetlet.2016.06.087
67. [67]
  Hemric, B. N.; Shen, K.; Wang, Q. J. Am. Chem. Soc. 2016, 138, 5813. doi: 10.1021/jacs.6b02840
68. [68]
  Ha, T. M.; Wang, Q.; Zhu, J. P. Chem. Commun. 2016, 52, 11100. doi: 10.1039/C6CC06356J
69. [69]
  Williamson, K. S.; Yoon, T. P. J. Am. Chem. Soc. 2010, 132, 4570. doi: 10.1021/ja1013536
70. [70]
  Liu, G. S.; Zhang, Y. Q.; Yuan, Y. A.; Xu, H. J. Am. Chem. Soc. 2013, 135, 3343. doi: 10.1021/ja311923z
71. [71]
  Lu, D. F.; Zhu, C. L.; Jia, Z. X.; Xu, H. J. Am. Chem. Soc. 2014, 136, 13186. doi: 10.1021/ja508057u
72. [72]
  Yuan, Y. A.; Lu, D. F.; Chen, Y. R.; Xu, H. Angew. Chem. 2016, 128, 544. doi: 10.1002/ange.201507550
73. [73]
  Qian, B.; Chen, S. W.; Wang, T.; Zhang, X. H.; Bao, H. L. J. Am. Chem. Soc. 2017, 139, 13076. doi: 10.1021/jacs.7b06590
74. [74]
  Wang, X.; Buchwald, S. L. J. Am. Chem. Soc. 2011, 133, 19080. doi: 10.1021/ja2092689
75. [75]
  Olson, D. E.; Su, J. Y.; Roberts, D. A.; Bois, J. D. J. Am. Chem. Soc. 2014, 136, 13506. doi: 10.1021/ja506532h
76. [76]
  Piou, T.; Rovis, T. Nature 2015, 527, 86. doi: 10.1038/nature15691
77. [77]
  Ciesielski, J.; Dequirez, G.; Retailleau, P.; Gandon, V.; Dauban, P. Chem.-Eur. J. 2016, 22, 9338. doi: 10.1002/chem.201600393
78. [78]
  Fu, N. K.; Sauer, G. S.; Lin, S. J. Am. Chem. Soc. 2017, 139, 15548. doi: 10.1021/jacs.7b09388
79. [79]
  Sun, H.; Cui, B.; Duan, L. L.; Li, Y. M. Org. Lett. 2017, 19, 1520. doi: 10.1021/acs.orglett.7b00284
80. [80]
  Singh, A. K.; Chawla, R.; Yadav, L. D. S. Tetrahedron Lett. 2014, 55, 4742. doi: 10.1016/j.tetlet.2014.06.086
81. [81]
  Guo, S.; Cong, F.; Guo, R.; Wang, L.; Tang, P. P. Nat. Chem. 2017, 9, 546. doi: 10.1038/nchem.2711
82. [82]
  Fumagalli, G.; Boyd, S.; Greaney, M. F. Org. Lett. 2013, 15, 4398. doi: 10.1021/ol401940c
83. [83]
  Sipos, G.; Ou, A.; Skelton, B. W.; Falivene, L.; Cavallo, L.; Dorta, R. Chem.-Eur. J. 2016, 22, 6939. doi: 10.1002/chem.201600378
84. [84]
  Conway, J. H.; Rovis, T. J. Am. Chem. Soc. 2018, 140, 135. doi: 10.1021/jacs.7b11455
85. [85]
  Martinez, C.; Wu, Y. C.; Weinstein, A. B.; Stahl, S. S.; Liu, G. S.; Muniz, K. J. Org. Chem. 2013, 78, 6309. doi: 10.1021/jo400671q
86. [86]
  Hata, K.; He, Z. H.; Daniliuc, C. G.; Itami, K.; Studer, A. Chem. Commun. 2014, 50, 463. doi: 10.1039/C3CC47350C
87. [87]
  Ramella, V.; He, Z. H.; Daniliuc, C. G.; Studer, A. Org. Lett. 2015, 17, 664. doi: 10.1021/ol503689r
88. [88]
  Yu, F.; Chen, P. H.; Liu, G. S. Chem. Commun. 2016, 52, 11100. doi: 10.1039/C6CC06356J
89. [89]
  Zheng, J. H.; Chen, P.; Yuan, Y. F.; Cheng, J. J. J. Org. Chem. 2017, 82, 5790. doi: 10.1021/acs.joc.7b00598
90. [90]
  Karnakanti, S.; Zang, Z. L.; Zhao, S.; Shao, P. L.; Hu, P.; He, Y. Chem. Commun. 2017, 53, 11205. doi: 10.1039/C7CC06448A
91. [91]
  Qi, X. X.; Chen, C. H.; Hou, Ch. Q.; Fu, L.; Chen, P. H.; Liu, G. S. J. Am. Chem. Soc. 2018, 140, 7415. doi: 10.1021/jacs.8b03767
92. [92]
93. [93]
  Lin, J. S.; Yu, P.; Huang, L.; Zhang, P.; Tan, B.; Liu, X. Y. Angew. Chem., Int. Ed. 2015, 54, 7847. doi: 10.1002/anie.201501762
94. [94]
  Yang, N. Y.; Li, Z. L.; Ye, L.; Tan, B.; Liu, X. Y. Chem. Commun. 2016, 52, 9052. doi: 10.1039/C6CC00364H
95. [95]
  Tsuji, N.; Kennemur, J. L.; Buyck, T.; Lee, S.; Prevost, S.; Kaib, P. S. J.; Bykov, D.; Fares, C.; List, B. Science 2018, 359, 1501. doi: 10.1126/science.aaq0445
96. [96]
  Lu, Q. Q.; Zhang, J.; Wei, F. L.; Qi, Y.; Wang, H. M.; Liu, Z. L.; Lei, A. W. Angew. Chem., Int. Ed. 2013, 52, 7156. doi: 10.1002/anie.201301634
97. [97]
  Chen, H.; Kaga, A.; Chiba, S. Org. Lett. 2014, 16, 6136. doi: 10.1021/ol503000c
98. [98]
  Hong, K. B; Johnston, J. N. Org. Lett. 2014, 16, 3804. doi: 10.1021/ol501693j
99. [99]
  Danneman, M. W.; Hong, K. B.; Johnston, J. N. Org. Lett. 2015, 17, 2558. doi: 10.1021/acs.orglett.5b01177
100. [100]
  Xia, X. F.; Gu, Z.; Liu, W. T.; Wang, H. J.; Xia, Y. M.; Gao, H. Y.; Liu, X.; Liang, Y. M. J. Org. Chem. 2015, 80, 290. doi: 10.1021/jo502327r
101. [101]
  Fei, J.; Wang, Z.; Cai, Z. R.; Sun, H.; Cheng, X. Adv. Synth. Catal. 2015, 357, 4063. doi: 10.1002/adsc.201500646
102. [102]
  Zhou, S. F.; Pan, X. Q.; Zhou, Z. H.; Shoberu, A.; Zou, J. P. J. Org. Chem. 2015, 80, 3682. doi: 10.1021/acs.joc.5b00123
103. [103]
  Huang, L.; Zheng, S. C.; Tan, B.; Liu, X. Y. Org. Lett. 2015, 17, 1589. doi: 10.1021/acs.orglett.5b00479
104. [104]
  Chumnanvej, N.; Katrun, P.; Pohmakotr, M.; Reutrakul, V.; Soorukram, D.; Kuhakarn, C. Chin. J. Chem. 2016, 34, 830. doi: 10.1002/cjoc.v34.8
105. [105]
  Zhang, Z. X.; Martinez, H.; Dolbier. W. R. J. Org. Chem. 2017, 82, 2589. doi: 10.1016/j.jfluchem.2011.05.001
106. [106]
  Zhou, S. F.; Song, T.; Chen, H.; Liu, Z. L.; Shen, H. G.; Li, C. Z. Org. Lett. 2017, 19, 698. doi: 10.1021/acs.orglett.6b03870
107. [107]
  Muñiz, K.; Barreiro, L.; Romero, R. M.; Martínez, C. J. Am. Chem. Soc. 2017, 139, 4354. doi: 10.1021/jacs.7b01443
1. [1]
  Danqing Wu , Jiajun Liu , Tianyu Li , Dazhen Xu , Zhiwei Miao . Research Progress on the Simultaneous Construction of C—O and C—X Bonds via 1,2-Difunctionalization of Olefins through Radical Pathways. University Chemistry, 2024, 39(11): 146-157. doi: 10.12461/PKU.DXHX202403087
2. [2]
  Shiyan Cheng , Yonghong Ruan , Lei Gong , Yumei Lin . Research Advances in Friedel-Crafts Alkylation Reaction. University Chemistry, 2024, 39(10): 408-415. doi: 10.12461/PKU.DXHX202403024
3. [3]
  Ran Yu , Chen Hu , Ruili Guo , Ruonan Liu , Lixing Xia , Cenyu Yang , Jianglan Shui . 杂多酸H₃PW₁₂O₄₀高效催化MgH₂储氢. Acta Physico-Chimica Sinica, 2025, 41(1): 2308032-. doi: 10.3866/PKU.WHXB202308032
4. [4]
  Weihan Zhang , Menglu Wang , Ankang Jia , Wei Deng , Shuxing Bai . 表面硫物种对钯-硫纳米片加氢性能的影响. Acta Physico-Chimica Sinica, 2024, 40(11): 2309043-. doi: 10.3866/PKU.WHXB202309043
5. [5]
  Xinyu Zhu , Meili Pang . Application of Functional Group Addition Strategy in Organic Synthesis. University Chemistry, 2024, 39(3): 218-230. doi: 10.3866/PKU.DXHX202308106
6. [6]
  Yan Li , Xinze Wang , Xue Yao , Shouyun Yu . 基于激发态手性铜催化的烯烃E→Z异构的动力学拆分——推荐一个本科生综合化学实验. University Chemistry, 2024, 39(5): 1-10. doi: 10.3866/PKU.DXHX202309053
7. [7]
  Jie ZHAO , Huili ZHANG , Xiaoqing LU , Zhaojie WANG . Theoretical calculations of CO₂ capture and separation by functional groups modified 2D covalent organic framework. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 275-283. doi: 10.11862/CJIC.20240213
8. [8]
  Juan WANG , Zhongqiu WANG , Qin SHANG , Guohong WANG , Jinmao LI . NiS and Pt as dual co-catalysts for the enhanced photocatalytic H₂ production activity of BaTiO₃ nanofibers. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1719-1730. doi: 10.11862/CJIC.20240102
9. [9]
  Hongling Yuan , Jialin Xie , Jiawei Wang , Jixiang Zhao , Jiayan Liu , Qing Feng , Wei Qi , Min Liu . Cyclic Olefin Copolymer (COC): The Agile Vanguard in the Realm of Materials. University Chemistry, 2024, 39(7): 294-298. doi: 10.12461/PKU.DXHX202311041
10. [10]
  Linjie ZHU , Xufeng LIU . Electrocatalytic hydrogen evolution performance of tetra-iron complexes with bridging diphosphine ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 321-328. doi: 10.11862/CJIC.20240207
11. [11]
  Xueting Cao , Shuangshuang Cha , Ming Gong . 电催化反应中的界面双电层：理论、表征与应用. Acta Physico-Chimica Sinica, 2025, 41(5): 100041-. doi: 10.1016/j.actphy.2024.100041
12. [12]
  Xunzhang Fan , Yuanjin Zhao , Shufang Luo , Aihua He . Karl Ziegler: A Pioneer in the Polyolefin Industry – Commemorating the 50th Anniversary of the German Chemist’s Passing. University Chemistry, 2024, 39(8): 389-394. doi: 10.3866/PKU.DXHX202312065
13. [13]
  Jiaxun Wu , Mingde Li , Li Dang . The R eaction of Metal Selenium Complexes with Olefins as a Tutorial Case Study for Analyzing Molecular Orbital Interaction Modes. University Chemistry, 2025, 40(3): 108-115. doi: 10.12461/PKU.DXHX202405098
14. [14]
  Lilong Gao , Yuhao Zhai , Dongdong Zhang , Linjun Huang , Kunyan Sui . Exploration of Thiol-Ene Click Polymerization in Polymer Chemistry Experiment Teaching. University Chemistry, 2025, 40(4): 87-93. doi: 10.12461/PKU.DXHX202405143
15. [15]
  Asif Hassan Raza , Shumail Farhan , Zhixian Yu , Yan Wu . 用于高效制氢的双S型ZnS/ZnO/CdS异质结构光催化剂. Acta Physico-Chimica Sinica, 2024, 40(11): 2406020-. doi: 10.3866/PKU.WHXB202406020
16. [16]
  Guangming YIN , Huaiyao WANG , Jianhua ZHENG , Xinyue DONG , Jian LI , Yi'nan SUN , Yiming GAO , Bingbing WANG . Preparation and photocatalytic degradation performance of Ag/protonated g-C₃N₄ nanorod materials. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1491-1500. doi: 10.11862/CJIC.20240086
17. [17]
  Weina Wang , Lixia Feng , Fengyi Liu , Wenliang Wang . Computational Chemistry Experiments in Facilitating the Study of Organic Reaction Mechanism: A Case Study of Electrophilic Addition of HCl to Asymmetric Alkenes. University Chemistry, 2025, 40(3): 206-214. doi: 10.12461/PKU.DXHX202407022
18. [18]
  Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . 层状双金属氢氧化物的层间阴离子对衍生的Ni-Al₂O₃催化剂光热催化CO₂甲烷化反应的影响. Acta Physico-Chimica Sinica, 2025, 41(1): 2309002-. doi: 10.3866/PKU.WHXB202309002
19. [19]
  Qiangqiang SUN , Pengcheng ZHAO , Ruoyu WU , Baoyue CAO . Multistage microporous bifunctional catalyst constructed by P-doped nickel-based sulfide ultra-thin nanosheets for energy-efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1151-1161. doi: 10.11862/CJIC.20230454
20. [20]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078

Get Citation

PDF

XML

Metrics

PDF Downloads(562)
Abstract views(10729)
HTML views(3966)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142