Citation: Zhu Longzhi, Cao Xin, Li You, Liu Ting, Wang Xie, Qiu Renhua, Yin ShuangFeng. Recent Advances on the C-H Bond Functionalization on C(5) Position of 8-Aminoquinolines[J]. Chinese Journal of Organic Chemistry, ;2017, 37(7): 1613-1628. doi: 10.6023/cjoc201703020 shu

Recent Advances on the C-H Bond Functionalization on C(5) Position of 8-Aminoquinolines

College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082

Corresponding author: Qiu Renhua, renhuaqiu@hnu.edu.cn Yin ShuangFeng, sf_yin@hnu.edu.cn
Received Date: 9 March 2017
Revised Date: 17 April 2017
Available Online: 10 July 2017
Fund Project: the Huann Youth Talent 2016RS3023the National Natural Science Foundation of China 21676076Project supported by the National Natural Science Foundation of China (Nos. 21373003, 21676076), the Natural Science Foundation of Hunan Province (No. 2016JJ3034) and the Huann Youth Talent (No. 2016RS3023)the Natural Science Foundation of Hunan Province 2016JJ3034the National Natural Science Foundation of China 21373003

Figures(16)

8-Aminoquinolines are important nitrogen-containing heterocycles widely existing in the natural products, bio-active molecules and agrochemicals. It has been developed as significant bidentate directing groups or as ligand auxiliary in various kinds of organic reactions, especially in the area of C-H bond functionalization. Therefore, the synthesis of such motifs, especially those with substituted quinolines is of great significance. This review focuses on the remote C-H bond functionalizaitons of 8-aminoquinolines on the C(5) position, including the advantages and disadvantages as well as an outlook in this field.
- C-H bond functionalization,
- 8-aminoquinoline,
- remote C-H activation,
- C(5) position of aminoquinoline
1. [1]
  (a) Michael, J. P. Nat. Prod. Rep. 2008, 25, 166.
  (b) Kaur, K.; Jain, M.; Reddy, R. P.; Jain, R. Eur. J. Med. Chem. 2010, 45, 3245.
  (c) Eicher, T.; Hauptmann, S.; Speicher, A. The Chemistry of Heterocycles: Structures, Reactions, Synthesis, and Applications, 3rd, John Wiley & Sons, New York, 2013.
  (d) Colomb, J.; Becker, G.; Fieux, S.; Zimmer, L.; Billard, T. J. Med. Chem. 2014, 57, 3884.
  (e) Tekwani, B. L.; Walker, L. A. Curr. Opin. Infect. Dis. 2006, 19, 623.
2. [2]
  (a) Fahrni, C. J.; O'Halloran, T. V. J. Am. Chem. Soc. 1999, 121, 11448.
  (b) Huang, J.; Xu, Y.; Qian, X. Dalton. Trans. 2014, 43, 5983.
  (c) McQuade, L. E.; Lippard, S. J. Inorg. Chem. 2010, 49, 7464.
  (d) Zhu, S. S.; Lin, W. Y.; Yuan, L. Dyes Pigm. 2013, 99, 465.
3. [3]
  Peters, W. J. R. Soc. Med. 1999, 92, 345. doi: 10.1177/014107689909200705
4. [4]
  Zaitsev, V. G.; Shabashov, D.; Daugulis, O. J. Am. Chem. Soc. 2005, 127, 13154. doi: 10.1021/ja054549f
5. [5]
6. [6]
  (a) Qiu, R.; Reddy, V. P.; Iwasaki, T.; Kambe, N. J. Org. Chem. 2015, 80, 367.
  (b) Zhu, L.; Cao, X.; Qiu, R.; Iwasaki, T.; Reddy, V. P.; Xu, X.; Yin, S.-F.; Kambe, N. RSC Adv. 2015, 5, 39358.
  (c) Reddy, V. P.; Qiu, R. H.; Iwasaki, T.; Kambe, N. Org. Lett. 2013, 15, 1290.
  (d) Su, L.; Dong, J.; Liu, L.; Sun, M.; Qiu, R.; Zhou, Y.; Yin, S.-F. J. Am. Chem. Soc. 2016, 138, 12348.
7. [7]
  (a) Wang, X.; Qiu, R.; Yan, C.; Reddy, V. P.; Zhu, L.; Xu, X.; Yin, S.-F. Org. Lett. 2015, 17, 1970.
  (b) Wang, X.; Zhu, L.; Chen, S.; Xu, X.; Au, C. T.; Qiu, R. Org. Lett. 2015, 17, 5228.
  (c) Zhu, L.; Qiu, R.; Cao, X.; Xiao, S.; Xu, X.; Au, C. T.; Yin, S.-F. Org. Lett. 2015, 17, 5528.
  (d) Reddy, V. P.; Qiu, R.; Iwasaki, T.; Kambe, N. Org. Biomol. Chem. 2015, 13, 6803.
8. [8]
  (a) Marco-Contelles, J.; Pérez-Mayoral, E.; Samadi, A.; Carreiras, M. d. C.; Soriano, E. Chem. Rev. 2009, 109, 2652.
  (b) Sudharshan, M.; Zehra, T.; Sanjay, B. Curr. Org. Chem. 2008, 12, 1116.
  (c) Reitsema, R. H. Chem. Rev. 1948, 43, 43.
  (d) Bergstrom, F. W. Chem. Rev. 1944, 35, 153.
  (e) Kouznetsov, V. V.; Méndez, L. Y. V.; Gómez, C. M. M. Curr. Org. Chem. 2005, 9, 141.
  (f) Kong, L. K.; Zhou, Y. Y.; Huang, H.; Yang, Y.; Liu, Y. Y.; Li, Y. Z. J. Org. Chem. 2015, 80, 1275.
  (g) Wang, Y.; Chen, C.; Peng, J.; Li, M. Angew. Chem., Int. Ed. 2013, 52, 5323.
  (h) Horn, J.; Marsden, S. P.; Nelson, A.; House, D.; Weingarten, G. G. Org. Lett. 2008, 10, 4117.
  (i) Shaabani, A.; Rahmati, A.; Badri, Z. Catal. Commun. 2008, 9, 13.
  (j) Manske, R. Chem. Rev. 1942, 30, 113.
  (k) Prajapati, S. M.; Patel, K. D.; Vekariya, R. H.; Panchal, S. N.; Patel, H. D. RSC Adv. 2014, 4, 24463.
9. [9]
  (a) Zhang, F.-L.; Hong, K.; Li, T.-J.; Park, H.; Yu, J.-Q. Science 2016, 351, 252.
  (b) Wang, X.-C.; Gong, W.; Fang, L.-Z.; Zhu, R.-Y.; Li, S.; Engle, K. M.; Yu, J.-Q. Nature 2015, 519, 334.
  (c) Chen, X.; Engle, K. M.; Wang, D.-H.; Yu, J.-Q. Angew. Chem., Int. Ed. 2009, 48, 5094.
  (d) Song, G.; Li, X. Acc. Chem. Res. 2015, 48, 1007.
  (e) Kuhl, N.; Hopkinson, M. N.; Wencel-Delord, J.; Glorius, F. Angew. Chem., Int. Ed. 2012, 51, 10236.
  (f) Engle, K. M.; Mei, T.-S.; Wasa, M.; Yu, J.-Q. Acc. Chem. Res. 2011, 45, 788.
  (g) Zhang, C.; Tang, C.; Jiao, N. Chem. Soc. Rev. 2012, 41, 3464.
  (h) Sun, C. L.; Li, B. J.; Shi, Z. J. Chem. Rev. 2011, 111, 1293.
  (i) Ackermann, L.; Vicente, R.; Kapdi, A. R. Angew. Chem., Int. Ed. 2009, 48, 9792.
  (j) Daugulis, O.; Do, H.-Q.; Shabashov, D. Acc. Chem. Res. 2009, 42, 1074.
10. [10]
  Xu, Y. M. S. Thesis, Henan Normal University, Xinxiang, 2015.
11. [11]
  (a) Berman, A. M.; Lewis, J. C.; Bergman, R. G.; Ellman, J. A. J. Am. Chem. Soc. 2008, 130, 14926.
  (b) Tobisu, M.; Hyodo, I.; Chatani, N. J. Am. Chem. Soc. 2009, 131, 12070.
  (c) Zhao, D.; Wang, W.; Yang, F.; Lan, J.; Yang, L.; Gao, G.; You, J. Angew. Chem., Int. Ed. 2009, 48, 3296.
12. [12]
  Wasa, M.; Worrell, B. T.; Yu, J. Q. Angew. Chem., Int. Ed. 2010, 49, 1275. doi: 10.1002/anie.200906104
13. [13]
  (a) Tsai, C.-C.; Shih, W.-C.; Fang, C.-H.; Li, C.-Y.; Ong, T.-G.; Yap, G. P. J. Am. Chem. Soc. 2010, 132, 11887.
  (b) Chen, Q.; du Jourdin, X. M.; Knochel, P. J. Am. Chem. Soc. 2013, 135, 4958.
14. [14]
  (a) Kwak, J.; Kim, M.; Chang, S. J. Am. Chem. Soc. 2011, 133, 3780.
  (b) Boudet, N.; Lachs, J. R.; Knochel, P. Org. Lett. 2007, 9, 5525.
15. [15]
  (a) Iwai, T.; Sawamura, M. ACS Catal. 2015, 5, 5031.
  (b) Stephens, D. E.; Larionov, O. V. Tetrahedron 2015, 71, 8683.
16. [16]
17. [17]
  Suess, A. M.; Ertem, M. Z.; Cramer, C. J.; Stahl, S. S. J. Am. Chem. Soc. 2013, 135, 9797. doi: 10.1021/ja4026424
18. [18]
  Guo, H.; Chen, M.; Jiang, P.; Chen, J.; Pan, L.; Wang, M.; Xie, C.; Zhang, Y. Tetrahedron 2015, 71, 70. doi: 10.1016/j.tet.2014.11.037
19. [19]
  Xu, J.; Zhu, X.; Zhou, G.; Ying, B.; Ye, P.; Su, L.; Shen, C.; Zhang, P. Org. Biomol. Chem. 2016, 14, 3016. doi: 10.1039/C6OB00169F
20. [20]
  Liu, X.-X.; Wu, Z.-Y.; Luo, X.-L.; He, Y.-Q.; Zhou, X.-Q.; Fan, Y.-X.; Huang, G.-S. RSC Adv. 2016, 6, 71485. doi: 10.1039/C6RA14863H
21. [21]
  Rao, N. S.; Reddy, G. M.; Sridhar, B.; Sarma, M. H. Eur. J. Org. Chem. 2017, 2017, 438. doi: 10.1002/ejoc.201601151
22. [22]
  Ding, J.; Li, W.; Ye, K.; Li, J. ChemistrySelect 2016, 1, 5874. doi: 10.1002/slct.201601108
23. [23]
  He, X.; Xu, Y.-Z.; Kong, L.-X.; Wu, H.-H.; Ji, D.-Z.; Wang, Z.-B.; Xu, Y.-G.; Zhu, Q.-H. Org. Chem. Front. 2017, 4, 1046. doi: 10.1039/C6QO00644B
24. [24]
  Su, Q.; Wu, Q.; Wu, C.; Zhou, H.; He, M.; Li, P.; Mu, Y. Synlett 2016, 27, 868. doi: 10.1055/s-00000083
25. [25]
  Sahoo, H.; Ramakrishna, I.; Baidya, M. ChemistrySelect 2016, 1, 1949. doi: 10.1002/slct.201600532
26. [26]
  Khan, B.; Kant, R.; Koley, D. Adv. Synth. Catal. 2016, 358, 2352. doi: 10.1002/adsc.v358.14
27. [27]
  Wang, Y.; Wang, Y.; Jiang, K.; Zhang, Q.; Li, D. Org. Biomol. Chem. 2016, 14, 10180. doi: 10.1039/C6OB02079H
28. [28]
  Sen, C.; Sahoo, T.; Ghosh, S. C. ChemistrySelect 2017, 2, 2745. doi: 10.1002/slct.201700380
29. [29]
  Chen, J.; Wang, T.; Liu, Y.; Wang, T.; Lin, A.; Yao, H.; Xu, J. Org. Chem. Front. 2017, 4, 622. doi: 10.1039/C6QO00765A
30. [30]
  Huang, C.-B.; Chen, L.-J.; Huang, J.; Xu, L. RSC Adv. 2014, 4, 19538. doi: 10.1039/c4ra02373k
31. [31]
  Cong, X.; Zeng, X. Org. Lett. 2014, 16, 3716. doi: 10.1021/ol501534z
32. [32]
  Reddy, M. D.; Fronczek, F. R.; Watkins, E. B. Org. Lett. 2016, 18, 5620. doi: 10.1021/acs.orglett.6b02848
33. [33]
  Du, C.; Li, P.-X.; Zhu, X.; Suo, J.-F.; Niu, J.-L.; Song, M.-P. Angew. Chem., Int. Ed. 2016, 55, 13571. doi: 10.1002/anie.201607719
34. [34]
  Zhang, J.; Wang, Z.; Ren, C.; Niu, J.; Song, M. Chin. J. Org. Chem. 2017, 37, 1237(in Chinese).
35. [35]
  Cui, M.; Liu, J.-H.; Lu, X.-Y.; Lu, X.; Zhang, Z.-Q.; Xiao, B.; Fu, Y. Tetrahedron Lett. 2017, 58, 1912. doi: 10.1016/j.tetlet.2017.02.090
36. [36]
  Sahoo, H.; Reddy, M. K.; Ramakrishna, I.; Baidya, M. Chem. Eur. J. 2016, 22, 1592. doi: 10.1002/chem.201504207
37. [37]
  Wu, Z.; He, Y.; Ma, C.; Zhou, X.; Liu, X.; Li, Y.; Hu, T.; Wen, P.; Huang, G. Asian J. Org. Chem. 2016, 5, 724. doi: 10.1002/ajoc.v5.6
38. [38]
  Kuninobu, Y.; Nishi, M.; Kanai, M. Org. Biomol. Chem. 2016, 14, 8092. doi: 10.1039/C6OB01325B
39. [39]
  Jin, L.-K.; Lu, G.-P.; Cai, C. Org. Chem. Front. 2016, 3, 1309. doi: 10.1039/C6QO00369A
40. [40]
  Xu, J.; Qiao, L.; Ying, B.; Zhu, X.; Shen, C.; Zhang, P. Org. Chem. Front. 2017, 4, 1116. doi: 10.1039/C6QO00655H
41. [41]
  Shen, C.; Xu, J.; Ying, B.; Zhang, P. ChemCatChem 2016, 8, 3560. doi: 10.1002/cctc.201601068
42. [42]
  Chen, H.; Li, P. H.; Wang, M.; Wang, L. Org. Lett. 2016, 18, 4794. doi: 10.1021/acs.orglett.6b02166
43. [43]
  Sahoo, H.; Mandal, A.; Selvakumar, J.; Baidya, M. Eur. J. Org. Chem. 2016, 2016, 4321. doi: 10.1002/ejoc.v2016.25
44. [44]
  Chen, J.; Wang, T.; Wang, T.; Lin, A.; Yao, H.; Xu, J. Org. Chem. Front. 2016, 4, 130.
45. [45]
  Liang, H. W.; Jiang, K.; Ding, W.; Yuan, Y.; Shuai, L.; Chen, Y. C.; Wei, Y. Chem. Commun. 2015, 51, 16928. doi: 10.1039/C5CC05527J
46. [46]
  Qiao, H.; Sun, S.; Yang, F.; Zhu, Y.; Zhu, W.; Dong, Y.; Wu, Y.; Kong, X.; Jiang, L.; Wu, Y. Org. Lett. 2015, 17, 6086. doi: 10.1021/acs.orglett.5b03114
47. [47]
  Fu, R.; Lu, T.; Chen, F.-W. Acta Phys.-Chim. Sin. 2014, 30, 628.
48. [48]
  Xu, J.; Shen, C.; Zhu, X.; Zhang, P.; Ajitha, M. J.; Huang, K. W.; An, Z.; Liu, X. Chem. Asian J. 2016, 11, 882. doi: 10.1002/asia.v11.6
49. [49]
  Li, J.-M.; Weng, J.; Lu, G.; Chan, A. S. C. Tetrahedron Lett. 2016, 57, 2121. doi: 10.1016/j.tetlet.2016.04.011
50. [50]
  Wei, J.; Jiang, J.; Xiao, X.; Lin, D.; Deng, Y.; Ke, Z.; Jiang, H.; Zeng, W. J. Org. Chem. 2016, 81, 946. doi: 10.1021/acs.joc.5b02509
51. [51]
  Liang, S.; Manolikakes, G. Adv. Synth. Catal. 2016, 358, 2371. doi: 10.1002/adsc.201600388
52. [52]
  Xia, C.; Wang, K.; Xu, J.; Wei, Z.; Shen, C.; Duan, G.; Zhu, Q.; Zhang, P. RSC Adv. 2016, 6, 37173. doi: 10.1039/C6RA04013F
53. [53]
  Ji, D.; He, X.; Xu, Y.; Xu, Z.; Bian, Y.; Liu, W.; Zhu, Q.; Xu, Y. Org. Lett. 2016, 18, 4478. doi: 10.1021/acs.orglett.6b01980
54. [54]
  Wang, Y.; Wang, Y.; Guo, Z.; Zhang, Q.; Li, D. Asian J. Org. Chem. 2016, 5, 1438. doi: 10.1002/ajoc.201600389
55. [55]
  Yin, Y.; Xie, J.; Huang, F.-Q.; Qi, L.-W.; Zhang, B. Adv. Synth. Catal. 2017, 359, 1037. doi: 10.1002/adsc.201600947
56. [56]
  Dou, Y.; Xie, Z.; Sun, Z.; Fang, H.; Shen, C.; Zhang, P.; Zhu, Q. ChemCatChem 2016, 8, 3570. doi: 10.1002/cctc.201600874
57. [57]
  Whiteoak, C. J.; Planas, O.; Company, A.; Ribas, X. Adv. Synth. Catal. 2016, 358, 1679. doi: 10.1002/adsc.v358.10
58. [58]
  Khan, B.; Khan, A. A.; Bora, D.; Verma, D.; Koley, D. ChemistrySelect 2017, 2, 260. doi: 10.1002/slct.201601917
59. [59]
  Zhu, X.; Qiao, L.; Ye, P.; Ying, B.; Xu, J.; Shen, C.; Zhang, P. RSC Adv. 2016, 6, 89979. doi: 10.1039/C6RA19583K
60. [60]
  He, Y.; Zhao, N.; Qiu, L.; Zhang, X.; Fan, X. Org. Lett. 2016, 18, 6054. doi: 10.1021/acs.orglett.6b02998
61. [61]
  Sadhu, P.; Alla, S. K.; Punniyamurthy, T. J. Org. Chem. 2015, 80, 8245. doi: 10.1021/acs.joc.5b01021
62. [62]
  Xia, C.; Wang, K.; Xu, J.; Shen, C.; Sun, D.; Li, H.; Wang, G.; Zhang, P. Org. Biomol. Chem. 2017, 15, 531. doi: 10.1039/C6OB02375D
63. [63]
  Wang, H.; Niu, Y.; Zhang, G.; Ye, X.-S. Tetrahedron Lett. 2016, 57, 4544. doi: 10.1016/j.tetlet.2016.08.086
64. [64]
  Chen, F.-J.; Zhao, S.; Hu, F.; Chen, K.; Zhang, Q.; Zhang, S.-Q.; Shi, B.-F. Chem. Sci. 2013, 4, 4187. doi: 10.1039/c3sc51993g
65. [65]
  Wang, C.; Yang, Y.; Qin, D.; He, Z.; You, J. J. Org. Chem. 2015, 80, 8424. doi: 10.1021/acs.joc.5b01302
1. [1]
  Hui Wang , Abdelkader Labidi , Menghan Ren , Feroz Shaik , Chuanyi Wang . 微观结构调控的g-C₃N₄在光催化NO转化中的最新进展：吸附/活化位点的关键作用. Acta Physico-Chimica Sinica, 2025, 41(5): 100039-. doi: 10.1016/j.actphy.2024.100039
2. [2]
  Chengpeng Liu , Yinxia Fu . Design and Practice of Ideological and Political Education for the Public Elective Course “Life Chemistry Experiment” in Universities. University Chemistry, 2024, 39(10): 242-248. doi: 10.12461/PKU.DXHX202404064
3. [3]
  Fa Wang , Yu Chen , Hui Chao . Ruthenium(II) Complexes as Photoactivated Chemo-Prodrugs for Hypoxic Tumor Therapy. University Chemistry, 2025, 40(7): 200-212. doi: 10.12461/PKU.DXHX202410024
4. [4]
  Yuanyuan Ping , Wangqing Kong . 光催化碳氢键官能团化合成1-苯基-1,2-乙二醇. University Chemistry, 2025, 40(6): 238-247. doi: 10.12461/PKU.DXHX202408092
5. [5]
  .
  CCS Chemistry | 超分子活化底物为自由基促进高效选择性光催化氧化
  . CCS Chemistry, 2025, 7(10.31635/ccschem.025.202405229): -.
6. [6]
  Jianjun LI , Mingjie REN , Lili ZHANG , Lingling ZENG , Huiling WANG , Xiangwu MENG . UV-assisted degradation of tetracycline hydrochloride by MnFe₂O₄@activated carbon activated persulfate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1869-1880. doi: 10.11862/CJIC.20240187
7. [7]
  Xinxin YU , Yongxing LIU , Xiaohong YI , Miao CHANG , Fei WANG , Peng WANG , Chongchen WANG . Photocatalytic peroxydisulfate activation for degrading organic pollutants over the zero-valent iron recovered from subway tunnels. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 864-876. doi: 10.11862/CJIC.20240438
8. [8]
  Huijuan Liao , Yulin Xiao , Dong Xue , Mingyu Yang , Jianyang Dong . Synthesis of 1-Benzyl Isoquinoline via the Minisci Reaction. University Chemistry, 2025, 40(7): 294-299. doi: 10.12461/PKU.DXHX202409092
9. [9]
  Shaojie Deng , Peihua Ma , Qinghong Bai , Xin Xiao . The transformation of nor-seco-cucurbit[10]uril to cucurbit[5]uril and cucurbit[8]uril controlled by its own concentration. Chinese Chemical Letters, 2025, 36(2): 109878-. doi: 10.1016/j.cclet.2024.109878
10. [10]
  Jingzhao Cheng , Shiyu Gao , Bei Cheng , Kai Yang , Wang Wang , Shaowen Cao . 4-氨基-1H-咪唑-5-甲腈修饰供体-受体型氮化碳光催化剂的构建及其高效光催化产氢研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406026-. doi: 10.3866/PKU.WHXB202406026
11. [11]
  Le Han , Zhou Yuan , Bohan Li , Yuchi Zhang , Lin Yang , Yan Xu . Highly-stable cesium lead halide perovskite CsPbBr₃/CsPb₂Br₅ heteronanocrystals in zeolitic imidazolate framework-8 for antibiotic photodegradation. Chinese Chemical Letters, 2025, 36(6): 110349-. doi: 10.1016/j.cclet.2024.110349
12. [12]
  Xiaofeng Xia , Jielian Zhu . Innovative Comprehensive Experimental Design: Synthesis of 6-Fluoro-N-benzoyl Tetrahydroquinoline. University Chemistry, 2024, 39(10): 344-352. doi: 10.12461/PKU.DXHX202405063
13. [13]
  Runjie Li , Hang Liu , Xisheng Wang , Wanqun Zhang , Wanqun Hu , Kaiping Yang , Qiang Zhou , Si Liu , Pingping Zhu , Wei Shao . 氨基酸的衍生及手性气相色谱分离创新实验. University Chemistry, 2025, 40(6): 286-295. doi: 10.12461/PKU.DXHX202407059
14. [14]
  Renxiao Liang , Zhe Zhong , Zhangling Jin , Lijuan Shi , Yixia Jia . A Palladium/Chiral Phosphoric Acid Relay Catalysis for the One-Pot Three-Step Synthesis of Chiral Tetrahydroquinoline. University Chemistry, 2024, 39(5): 209-217. doi: 10.3866/PKU.DXHX202311024
15. [15]
  Yurong Tang , Yunren Shi , Yi Xu , Bo Qin , Yanqin Xu , Yunfei Cai . Innovative Experiment and Course Transformation Practice of Visible-Light-Mediated Photocatalytic Synthesis of Isoquinolinone. University Chemistry, 2024, 39(5): 296-306. doi: 10.3866/PKU.DXHX202311087
16. [16]
  Zhi Wang , Lingpeng Yan , Yelin Hao , Jingxia Zheng , Yongzhen Yang , Xuguang Liu . Highly efficient and photothermally stable CDs@ZIF-8 for laser illumination. Chinese Chemical Letters, 2024, 35(10): 109430-. doi: 10.1016/j.cclet.2023.109430
17. [17]
  . . University Chemistry, 2024, 39(8): 0-0.
18. [18]
  . 第41卷第8期封面和目次. Acta Physico-Chimica Sinica, 2025, 41(8): -.
19. [19]
  Yongqing Kuang , Jie Liu , Jianjun Feng , Wen Yang , Shuanglian Cai , Ling Shi . Experimental Design for the Two-Step Synthesis of Paracetamol from 4-Hydroxyacetophenone. University Chemistry, 2024, 39(8): 331-337. doi: 10.12461/PKU.DXHX202403012
20. [20]
  Ruiying WANG , Hui WANG , Fenglan CHAI , Zhinan ZUO , Benlai WU . Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 877-884. doi: 10.11862/CJIC.20250052

Get Citation

PDF

XML

Metrics

PDF Downloads(43)
Abstract views(4167)
HTML views(894)

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