Citation: Tian Fei, Zhang Jian, Yang Wulin, Deng Weiping. Progress in Iridium-Catalyzed Asymmetric Allylic Substitution Reactions via Synergetic Catalysis[J]. Chinese Journal of Organic Chemistry, ;2020, 40(10): 3262-3278. doi: 10.6023/cjoc202005008 shu

Progress in Iridium-Catalyzed Asymmetric Allylic Substitution Reactions via Synergetic Catalysis

Tian Fei ^† ,
Zhang Jian ^† ,
Yang Wulin ^, ,
Deng Weiping ^,

School of Pharmacy and Shanghai Key Laboratory of New Drug Design, East China University of Science and Technology, Shanghai 200237

Corresponding author: Yang Wulin, yangwl@ecust.edu.cn Deng Weiping, weiping_deng@ecust.edu.cn
Received Date: 4 May 2020
Revised Date: 23 May 2020
Available Online: 29 May 2020
Fund Project: the Fundamental Research Funds for the Central Universities 222201814048the Shanghai Sailing Program 18YF140560the National Natural Science Foundation of China 21772038the National Natural Science Foundation of China 21901072Project supported by the National Natural Science Foundation of China (Nos. 21772038, 21901072), the Fundamental Research Funds for the Central Universities (No. 222201814048) and the Shanghai Sailing Program (No. 18YF140560)

Figures(38)

Iridium-catalyzed asymmetric allylic substitution reaction has become one of the most important methods for the synthesis of chiral compounds due to its exceptional branched regioselectivity and excellent enantioselectivity. The scope of nucleophiles will be further expanded by synergetic catalysis system of iridium and other catalysts (organocatalysts, other transition metal catalysts). Besides, it is possible to improve the enantioselectivity of the reaction and even realize the stereodivergent synthesis of the products with multiple stereocenters. The progress in the field of catalytic asymmetric allylic substitutions through synergetic iridium and organocatalysis or other transition metal catalysis is summarized. These reactions are classified according to the types of catalysts (aminocatalyst, phase transfer catalyst, Brønsted acid, Lewis base, transition metal). Meanwhile, the mechanism of representative reactions, the existing problems and the prospects in this area are briefly described.
- asymmetric catalysis,
- allylic substitution reaction,
- iridium catalyst,
- synergetic catalysis
1. [1]
  Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395. doi: 10.1021/cr9409804
2. [2]
  Trost, B. M. Chem. Pharm. Bull. 2002, 50, 1. doi: 10.1248/cpb.50.1
3. [3]
  Trost, B. M.; Crawley, M. L. Chem. Rev. 2003, 103, 2921 doi: 10.1021/cr020027w
4. [4]
  Milhau, L.; Guiry, P. J. Top. Organomet. Chem. 2011, 38, 95.
5. [5]
  Takeuchi, R.; Kashio, M. J. Am. Chem. Soc. 1998, 120, 8647. doi: 10.1021/ja981560p
6. [6]
  Takeuchi, R.; Ue, N.; Tanabe, K.; Yamashita, K.; Shiga, N. J. Am. Chem. Soc. 2001, 123, 9525. doi: 10.1021/ja0112036
7. [7]
  Takeuchi, R. Synlett 2002, 1954.
8. [8]
  Belda, O.; Moberg, C. Acc. Chem. Res. 2004, 37, 159. doi: 10.1021/ar030239v
9. [9]
  Trost, B. M. Org. Process Res. Dev. 2012, 16, 185. doi: 10.1021/op200294r
10. [10]
  Moberg, C. Org. React. 2014, 84, 1.
11. [11]
  Trost, B. M.; Hachiya, I. J. Am. Chem. Soc. 1998, 120, 1104. doi: 10.1021/ja973298a
12. [12]
  Malkov, A. V.; Gouriou, L.; Lloyd-Jones, G. C.; Starý, I.; Langer, V.; Spoor, P.; Vinader, V.; Kočovský, P. Chem.-Eur. J. 2006, 12, 6910. doi: 10.1002/chem.200501574
13. [13]
  Trost, B. M.; Zhang, Y. J. Am. Chem. Soc. 2007, 129, 14548. doi: 10.1021/ja0755717
14. [14]
  Trost, B. M.; Zhang, Y. Chem.-Eur. J. 2010, 16, 296. doi: 10.1002/chem.200902770
15. [15]
  Trost, B. M.; Zhang, Y. Chem.-Eur. J. 2011, 17, 2916. doi: 10.1002/chem.201002569
16. [16]
  Ozkal, E.; Pericas, M. A. Adv. Synth. Catal. 2014, 356, 711. doi: 10.1002/adsc.201300967
17. [17]
  Lloyd-Jones, G. C.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1995, 34, 462. doi: 10.1002/anie.199504621
18. [18]
  Matsushima, Y.; Onitsuka, K.; Kondo, T.; Mitsudo, T.; Takahashi, S. J. Am. Chem. Soc. 2001, 123, 10405. doi: 10.1021/ja016334l
19. [19]
  Onitsuka, K.; Matsushima, Y.; Takahashi, S. Organometallics 2005, 24, 6472. doi: 10.1021/om050739n
20. [20]
  Onitsuka, K.; Okuda, H.; Sasai, H. Angew. Chem., Int. Ed. 2008, 47, 1454. doi: 10.1002/anie.200704457
21. [21]
  Trost, B. M.; Rao, M.; Dieskau, A. P. J. Am. Chem. Soc. 2013, 135, 1869.
22. [22]
  Kawatsura, M.; Uchida, K.; Terasaki, S.; Tsuji, H.; Minakawa, M.; Itoh, T. Org. Lett. 2014, 16, 1470. doi: 10.1021/ol5002768
23. [23]
  Kanbayashi, N.; Hosoda, K.; Kato, M.; Takii, K.; Okamura, T.; Onitsuka, K. Chem. Commun. 2015, 51, 10895. doi: 10.1039/C5CC02414E
24. [24]
  Leahy, D. K.; Evans, P. A. In Modern Rhodium-Catalyzed Organic Reactions, Ed.: Evans, P. A., John Wiley & Sons, Inc., New York, 2005; p. 191.
25. [25]
  Evans, P. A.; Nelson, J. D. J. Am. Chem. Soc. 1998, 120, 5581. doi: 10.1021/ja980030q
26. [26]
  Hayashi, T.; Okada, A.; Suzuka, T.; Kawatsura, M. Org. Lett. 2003, 5, 1713. doi: 10.1021/ol0343562
27. [27]
  Kazmaier, U.; Stolz, D. Angew. Chem., Int. Ed. 2006, 45, 3072. doi: 10.1002/anie.200600100
28. [28]
  Sidera, M.; Fletcher, S. P. Nat. Chem. 2015, 7, 935. doi: 10.1038/nchem.2360
29. [29]
  Li, C.; Breit, B. Chem.-Eur. J. 2016, 22, 14655. doi: 10.1002/chem.201603532
30. [30]
  Parveen, S.; Li, C.; Hassan, A.; Breit, B. Org. Lett. 2017, 19, 2326. doi: 10.1021/acs.orglett.7b00718
31. [31]
  Didiuk, M. T.; Morken, J. P.; Hoveyda, A. H. J. Am. Chem. Soc. 1995, 117, 7273. doi: 10.1021/ja00132a039
32. [32]
  Chung, K.-G.; Miyake, Y.; Uemura, S. J. Chem. Soc., Perkin Trans. 1 2000, 15.
33. [33]
  Kita, Y.; Kavthe, R. D.; Oda, H.; Mashima, K. Angew. Chem., Int. Ed. 2016, 55, 1098. doi: 10.1002/anie.201508757
34. [34]
  Langlois, J. B.; Alexakis, A. Organomet. Chem. 2011, 38, 235.
35. [35]
  Malda, H.; van Zijl, A. W.; Arnold, L. A.; Feringa, B. L. Org. Lett. 2001, 3, 1169. doi: 10.1021/ol0156289
36. [36]
  Van Veldhuizen, J. J.; Campbell, J. E.; Giudici, R. E.; Hoveyda, A. H. J. Am. Chem. Soc. 2005, 127, 6877. doi: 10.1021/ja050179j
37. [37]
  Yoshikai, N.; Zhang, S.-L.; Nakamura, E. J. Am. Chem. Soc. 2008, 130, 12862. doi: 10.1021/ja804682r
38. [38]
  Selim, K. B.; Matsumoto, Y.; Yamada, K.; Tomioka, K. Angew. Chem., Int. Ed. 2009, 48, 8733. doi: 10.1002/anie.200904676
39. [39]
  Langlois, J.-B.; Alexakis, A. Adv. Synth. Catal. 2010, 352, 447. doi: 10.1002/adsc.200900790
40. [40]
  Shi, Y.; Jung, B.; Torker, S.; Hoveyda, A. H. J. Am. Chem. Soc. 2015, 137, 8948. doi: 10.1021/jacs.5b05805
41. [41]
  You, H.; Rideau, E.; Sidera, M.; Fletcher, S. P. Nature 2015, 517, 351. doi: 10.1038/nature14089
42. [42]
  Rideau, E.; You, H.; Sidera, M.; Claridge, T. D.W.; Fletcher, S. P. J. Am. Chem. Soc. 2017, 139, 5614. doi: 10.1021/jacs.7b02440
43. [43]
  Tsuji, J.; Takahashi, H.; Morikawa, M. Tetrahedron Lett. 1965, 4387.
44. [44]
  Trost, B. M.; Strege, P. E. J. Am. Chem. Soc. 1977, 99, 1649. doi: 10.1021/ja00447a064
45. [45]
  Trost, B. M.; Van Vranken, D. L. Chem. Rev. 1996, 96, 396.
46. [46]
  Trost, B. M.; Crawley, M. L. Chem. Rev. 2003, 103, 2921. doi: 10.1021/cr020027w
47. [47]
  Lu, Z.; Ma, S. Angew. Chem., Int. Ed. 2008, 47, 258. doi: 10.1002/anie.200605113
48. [48]
  Takeuchi, R.; Kashio, M. Angew. Chem., Int. Ed. 1997, 36, 263. doi: 10.1002/anie.199702631
49. [49]
  Janssen, J. P.; Helmchen, G. Tetrahedron Lett. 1997, 38, 8025. doi: 10.1016/S0040-4039(97)10220-9
50. [50]
  Hartwig, J. F.; Stanley, L. M. Acc. Chem. Res. 2010, 43, 1461.
51. [51]
  Liu, W.-B.; Xia, J.-B.; You, S.-L. Top. Organomet. Chem. 2011, 38, 155.
52. [52]
  Qu, J.; Helmchen, G. Acc. Chem. Res. 2017, 50, 2539. doi: 10.1021/acs.accounts.7b00300
53. [53]
  Cheng, Q.; Tu, H.; Zheng, C.; Qu J.; Helmchen, G.; You, S.-L. Chem. Rev. 2019, 119, 1855. doi: 10.1021/acs.chemrev.8b00506
54. [54]
  Deng, Y.; Yang, W.; Yang, X.; Yang, D. Chin. J. Org. Chem. 2017, 37, 3039(in Chinese). doi: 10.6023/cjoc201604029
55. [55]
  Shao, Z.; Zhang, H. Chem. Soc. Rev. 2009, 38, 2745. doi: 10.1039/b901258n
56. [56]
  Zhong, C.; Shi, X. Eur. J. Org. Chem. 2010, 2010, 2999. doi: 10.1002/ejoc.201000004
57. [57]
  Zhou, J. Chem. Asian J. 2010, 5, 422. doi: 10.1002/asia.200900458
58. [58]
  Allen, A. E.; MacMillan, D. W. C. Chem. Sci. 2012, 3, 633. doi: 10.1039/c2sc00907b
59. [59]
  Du, Z.; Shao, Z. Chem. Soc. Rev. 2013, 42, 1337. doi: 10.1039/C2CS35258C
60. [60]
  Chen, D.-F.; Han, Z.-Y.; Zhou, X.-L.; Gong, L.-Z. Acc. Chem. Res. 2014, 47, 2365. doi: 10.1021/ar500101a
61. [61]
  Inamdar, S. M.; Shinde, V.S.; Patil, N. T. Org. Biomol. Chem. 2015, 13, 8116. doi: 10.1039/C5OB00986C
62. [62]
  Afewerki, S.; Córdova, A. Chem. Rev. 2016, 116, 13512. doi: 10.1021/acs.chemrev.6b00226
63. [63]
  Zhang, M.-M.; Luo, Y.-L.; Lu, L.-Q.; Xiao, W.-J. Acta Chim. Sinica 2018, 76, 838(in Chinese).
64. [64]
  Mukherjee, S.; Yang, J. W.; Hoffmann, S.; List, B. Chem. Rev. 2007, 107, 5471. doi: 10.1021/cr0684016
65. [65]
  Melchiorre, P.; Marigo, M.; Carlone, A.; Bartoli, G. Angew. Chem., Int. Ed. 2008, 47, 6138. doi: 10.1002/anie.200705523
66. [66]
  Xu, L.-W.; Luo, J.; Lu, Y. Chem. Commun. 2009, 1807.
67. [67]
  Gualandi, A.; Mengozzi, L.; Wilson, C. M.; Cozzi, P. G. Chem. Asian J. 2014, 9, 984. doi: 10.1002/asia.201301549
68. [68]
  Afewerki, S.; Córdova, A. Chem. Rev. 2016, 116, 13512. doi: 10.1021/acs.chemrev.6b00226
69. [69]
  Ibrahem, I.; Córdova, A. Angew. Chem., Int. Ed. 2006, 45, 1952. doi: 10.1002/anie.200504021
70. [70]
  Krautwald, S.; Sarlah, D.; Schafroth, M. A.; Carreira, E. M. Science 2013, 340, 1065. doi: 10.1126/science.1237068
71. [71]
  Krautwald, S.; Schafroth, M. A.; Sarlah, D.; Carreira, E. M. J. Am. Chem. Soc. 2014, 136, 3020. doi: 10.1021/ja5003247
72. [72]
  Schafroth, M. A.; Zuccarello, G.; Krautwald, S.; Sarlah, D.; Carreira, E. M. Angew. Chem., Int. Ed. 2014, 53, 13898. doi: 10.1002/anie.201408380
73. [73]
  Sandmeier, T.; Krautwald, S.; Zipfel, H. F.; Carreira, E. M. Angew. Chem., Int. Ed. 2015, 54, 14363. doi: 10.1002/anie.201506933
74. [74]
  For an example of water as a nucleophile in allylic substitution, see: Lüssem, B. J.; Gais, H.-J. J. Am. Chem. Soc. 2003, 125, 6066.
75. [75]
  Sandmeier, T.; Goetzke, F. W.; Krautwald, S.; Carreira, E. M. J. Am. Chem. Soc. 2019, 141, 12212. doi: 10.1021/jacs.9b05830
76. [76]
  Sandmeier, T.; Carreira, E. M. Org. Lett. 2020, 22, 1135. doi: 10.1021/acs.orglett.9b04658
77. [77]
  Næsborg, L.; Halskov, K. S.; Tur, F.; Mønsted, S. M. N.; Jørgensen, K. A. Angew. Chem., Int. Ed. 2015, 54, 10193. doi: 10.1002/anie.201504749
78. [78]
  Liang, X.; Zhang, T.-Y.; Meng, C.-Y.; Li, X.-D.; Wei, K.; Yang, Y.-R. Org. Lett. 2018, 20, 4575. doi: 10.1021/acs.orglett.8b01861
79. [79]
  Yao, J.-N.; Liang, X.; Wei, K.; Yang, Y.-R. Org. Lett. 2019, 21, 8485. doi: 10.1021/acs.orglett.9b03319
80. [80]
  Zhang, M.-M.; Wang, Y.-N.; Wang, B.-C.; Chen, X.-W.; Lu, L.-Q.; Xiao, W.-J. Nat. Commun. 2019, 10, 2716. doi: 10.1038/s41467-019-10674-3
81. [81]
  Liu, T.-Y.; Xie, M.; Chen, Y.-C. Chem. Soc. Rev. 2012, 41, 4101. doi: 10.1039/c2cs35017c
82. [82]
  Wei, Y.; Shi, M. Chem. Rev. 2013, 113, 6659. doi: 10.1021/cr300192h
83. [83]
  Pellissier, H. Tetrahedron 2017, 73, 2831. doi: 10.1016/j.tet.2017.04.008
84. [84]
  Chen, Z.-C.; Chen, Z.; Yang, Z.-H.; Guo, L.; Du, W.; Chen, Y.-C. Angew. Chem., Int. Ed. 2019, 58, 15021. doi: 10.1002/anie.201907797
85. [85]
  Chen, P.; Li, Y.; Chen, Z.-C.; Du, W.; Chen, Y.-C. Angew. Chem., Int. Ed. 2020, 59, 7083. doi: 10.1002/anie.202000044
86. [86]
  Shirakawa, S.; Maruoka, K. Angew. Chem., Int. Ed. 2013, 52, 4312. doi: 10.1002/anie.201206835
87. [87]
  Chen, G.; Deng, Y.; Gong, L.-Z; Mi, A.; Cui, X.; Jiang, Y.; Choi, M. C.; Chan, A. S. Tetrahedron: Asymmetry 2001, 21, 1567.
88. [88]
  Nakoji, M.; Kanayama, T.; Okino, T.; Takemoto, Y. Org. Lett. 2001, 3, 3329. doi: 10.1021/ol016567h
89. [89]
  Kanayama, T.; Yoshida, K.; Miyabe, H.; Kimachi, H.; Takemoto, Y. J. Org. Chem. 2003, 68, 6197. doi: 10.1021/jo034638f
90. [90]
  Hamilton, J. Y.; Sarlah, D.; Carreira, E. M. J. Am. Chem. Soc. 2013, 135, 3, 994.
91. [91]
  Hamilton, J. Y.; Sarlah, D.; Carreira, E. M. Angew. Chem., Int. Ed. 2013, 52, 7532. doi: 10.1002/anie.201302731
92. [92]
  Su, Y.-L; Li, Y.-H.; Chen, Y.-G.; Han, Z.-Y. Chem. Commun. 2017, 53, 1985. doi: 10.1039/C6CC09654A
93. [93]
  Jiang, X.; Hartwig, J. F. Angew. Chem., Int. Ed. 2017, 56, 8887. doi: 10.1002/anie.201704354
94. [94]
  Wei, L.; Xiao, L.; Wang, Z.-F.; Tao, H.-Y.; Wang, C.-J. Chin. J. Chem. 2020, 38, 82. doi: 10.1002/cjoc.201900391
95. [95]
  Akiyama, T.; Itoh, J.; Yokota, K.; Fuchibe, K. Angew. Chem., Int. Ed. 2004, 43, 1566. doi: 10.1002/anie.200353240
96. [96]
  Uraguchi, D.; Terada, M. J. Am. Chem. Soc. 2004, 126, 5356. doi: 10.1021/ja0491533
97. [97]
  Shen, D.; Chen, Q.; Yan, P.; Zeng, X.; Zhong, G. Angew. Chem., Int. Ed. 2017, 56, 3242. doi: 10.1002/anie.201609693
98. [98]
  Jellerichs, B. G.; Kong, J. R.; Krische, M. J. J. Am. Chem. Soc. 2003, 125, 7758. doi: 10.1021/ja0301469
99. [99]
  Birman, V. B.; Ulffman, E. W.; Jiang, H.; Li, X.; Kilbane, C. J. J. Am. Chem. Soc. 2004, 126, 12226. doi: 10.1021/ja0491477
100. [100]
  Purohit, V. C.; Matla, A. S.; Romo, D. J. Am. Chem. Soc. 2008, 130, 10478. doi: 10.1021/ja803579z
101. [101]
  Schwarz, K. J.; Amos, J. L.; Klein, J. C.; Do, D. T.; Snaddon, T. N. J. Am. Chem. Soc. 2016, 138, 5214. doi: 10.1021/jacs.6b01694
102. [102]
  Jiang, X.; Beiger, J. J.; Hartwig, J. F. J. Am. Chem. Soc. 2017, 139, 87. doi: 10.1021/jacs.6b11692
103. [103]
  Ye, K.-Y.; Cheng, Q.; Zhuo, C.-X.; Dai, L.-X.; You, S.-L. Angew. Chem., Int. Ed. 2016, 55, 8113. doi: 10.1002/anie.201603266
104. [104]
  Singha, S.; Serrano, E.; Mondal, S.; Daniliuc, C. G.; Glorius, F. Nat. Catal. 2020, 3, 48. doi: 10.1038/s41929-019-0387-3
105. [105]
  Huo, X.; He, R.; Zhang, X.; Zhang, W. J. Am. Chem. Soc. 2016, 138, 11093. doi: 10.1021/jacs.6b06156
106. [106]
  He, R.; Liu, P.; Huo, X.; Zhang, W. Org. Lett. 2017, 19, 5513. doi: 10.1021/acs.orglett.7b02577
107. [107]
  Huo, X.; Zhang, J.; Fu, J.; He, R.; Zhang, W. J. Am. Chem. Soc. 2018, 140, 2080. doi: 10.1021/jacs.8b00187
108. [108]
  Wei, L.; Zhu, Q.; Xu, S.-M.; Chang, X.; Wang, C.-J. J. Am. Chem. Soc. 2018, 140, 1508. doi: 10.1021/jacs.7b12174
109. [109]
  Zhang, J.; Huo, X.; Li, B.; Chen, Z.; Zou, Y.; Sun, Z.; Zhang, W. Adv. Synth. Catal. 2019, 361, 1130. doi: 10.1002/adsc.201801148
110. [110]
  Jiang, X.; Boehm, P.; Hartwig, J. F. J. Am. Chem. Soc. 2018, 140, 1239. doi: 10.1021/jacs.7b12824
111. [111]
  Xu, S.-M.; Wei, L.; Shen, C.; Xiao, L.; Tao, H.-Y.; Wang, C.-J. Nat. Commun. 2019, 10, 5553. doi: 10.1038/s41467-019-13529-z
112. [112]
  Liu, W.-B.; Zheng, C.; Zhuo, C.-X.; Dai, L.-X.; You, S.-L. J. Am. Chem. Soc. 2012, 134, 4812. doi: 10.1021/ja210923k
113. [113]
  Wei, L.; Zhu, Q.; Xiao, L.; Tao, H.-Y.; Wang, C.-J. Nat. Commun. 2019, 10, 1594. doi: 10.1038/s41467-019-09563-6
114. [114]
  Zhan, M.; Li, R.-Z.; Mou, Z.-D.; Cao, C.-G.; Liu, J.; Chen, Y.-W.; Niu, D. ACS Catal. 2016, 6, 3381. doi: 10.1021/acscatal.6b00719
1. [1]
  Hong Lu , Yidie Zhai , Xingxing Cheng , Yujia Gao , Qing Wei , Hao Wei . Advancements and Expansions in the Proline-Catalyzed Asymmetric Aldol Reaction. University Chemistry, 2024, 39(5): 154-162. doi: 10.3866/PKU.DXHX202310074
2. [2]
  Ke QIAO , Yanlin LI , Shengli HUANG , Guoyu YANG . Advancements in asymmetric catalysis employing chiral iridium (ruthenium) complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2091-2104. doi: 10.11862/CJIC.20240265
3. [3]
  Shihui Shi , Haoyu Li , Shaojie Han , Yifan Yao , Siqi Liu . Regioselectively Synthesis of Halogenated Arenes via Self-Assembly and Synergistic Catalysis Strategy. University Chemistry, 2024, 39(5): 336-344. doi: 10.3866/PKU.DXHX202312002
4. [4]
  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
5. [5]
  Tingyu Zhu , Hui Zhang , Wenwei Zhang . Exploration and Practice of Ideological and Political Education in the Course of Experiments on Chemical Functional Molecules: Synthesis and Catalytic Performance Study of Chiral Mn(III)Cl-Salen Complex. University Chemistry, 2024, 39(4): 75-80. doi: 10.3866/PKU.DXHX202311011
6. [6]
  Fangxuan Liu , Ziyan Liu , Guowei Zhou , Tingting Gao , Wenyu Liu , Bin Sun . Hollow structured photocatalysts. Acta Physico-Chimica Sinica, 2025, 41(7): 100071-. doi: 10.1016/j.actphy.2025.100071
7. [7]
  Xingyang LI , Tianju LIU , Yang GAO , Dandan ZHANG , Yong ZHOU , Meng PAN . A superior methanol-to-propylene catalyst: Construction via synergistic regulation of pore structure and acidic property of high-silica ZSM-5 zeolite. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1279-1289. doi: 10.11862/CJIC.20240026
8. [8]
  Wenlong LI , Xinyu JIA , Jie LING , Mengdan MA , Anning ZHOU . Photothermal catalytic CO₂ hydrogenation over a Mg-doped In₂O_3-x catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 919-929. doi: 10.11862/CJIC.20230421
9. [9]
  Kun WANG , Wenrui LIU , Peng JIANG , Yuhang SONG , Lihua CHEN , Zhao DENG . Hierarchical hollow structured BiOBr-Pt catalysts for photocatalytic CO₂ reduction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1270-1278. doi: 10.11862/CJIC.20240037
10. [10]
  Xuejie Wang , Guoqing Cui , Congkai Wang , Yang Yang , Guiyuan Jiang , Chunming Xu . 碳基催化剂催化有机液体氢载体脱氢研究进展. Acta Physico-Chimica Sinica, 2025, 41(5): 100044-. doi: 10.1016/j.actphy.2024.100044
11. [11]
  Honghong Zhang , Zhen Wei , Derek Hao , Lin Jing , Yuxi Liu , Hongxing Dai , Weiqin Wei , Jiguang Deng . Recent advances in synergistic catalytic valorization of CO₂ and hydrocarbons by heterogeneous catalysis. Acta Physico-Chimica Sinica, 2025, 41(7): 100073-. doi: 10.1016/j.actphy.2025.100073
12. [12]
  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
13. [13]
  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
14. [14]
  Zhanggui DUAN , Yi PEI , Shanshan ZHENG , Zhaoyang WANG , Yongguang WANG , Junjie WANG , Yang HU , Chunxin LÜ , Wei ZHONG . Preparation of UiO-66-NH₂ supported copper catalyst and its catalytic activity on alcohol oxidation. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 496-506. doi: 10.11862/CJIC.20230317
15. [15]
  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
16. [16]
  Yang WANG , Xiaoqin ZHENG , Yang LIU , Kai ZHANG , Jiahui KOU , Linbing SUN . Mn single-atom catalysts based on confined space: Fabrication and the electrocatalytic oxygen evolution reaction performance. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2175-2185. doi: 10.11862/CJIC.20240165
17. [17]
  Juntao Yan , Liang Wei . 2D S-Scheme Heterojunction Photocatalyst. Acta Physico-Chimica Sinica, 2024, 40(10): 2312024-. doi: 10.3866/PKU.WHXB202312024
18. [18]
  Yuanyin Cui , Jinfeng Zhang , Hailiang Chu , Lixian Sun , Kai Dai . Rational Design of Bismuth Based Photocatalysts for Solar Energy Conversion. Acta Physico-Chimica Sinica, 2024, 40(12): 2405016-. doi: 10.3866/PKU.WHXB202405016
19. [19]
  Dan Li , Hui Xin , Xiaofeng Yi . Comprehensive Experimental Design on Ni-based Catalyst for Biofuel Production. University Chemistry, 2024, 39(8): 204-211. doi: 10.3866/PKU.DXHX202312046
20. [20]
  Wentao Lin , Wenfeng Wang , Yaofeng Yuan , Chunfa Xu . Concerted Nucleophilic Aromatic Substitution Reactions. University Chemistry, 2024, 39(6): 226-230. doi: 10.3866/PKU.DXHX202310095

Get Citation

PDF

XML

Metrics

PDF Downloads(62)
Abstract views(2925)
HTML views(663)

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