Chinese Journal of Organic Chemistry >
Research Progress in Metal-Porous Organic Cage Nanocomposites
Received date: 2022-07-09
Revised date: 2022-08-17
Online published: 2022-09-02
Porous organic molecular cage (POC) is a kind of discrete molecule with specific sized cavities. Due to stable pore structure, high specific surface area, and good solubility, POC is emerging as a promising multi-functional material by accepting specific-sized molecules or ions within the cavity. In addition, derived from the stable and open pores, POCs can be utilized to a variety of applications, such as gas separation and storage, sensors, drug delivery, and so on, which is becoming a research hotspot at home and abroad. At present, given to the strong binding sites with metal nanoparticles (MNPs) and spatial confinement effect within the cage, POCs provide a new and stable way to protect metal nanoparticles from aggregation. Therefore, POCs are often used to prepare the metal nanoparticles of specific size, forming the metal-porous organic cage nanocomposites. The advantage of POCs in the metal-POCs nanocomposite is not only to regulate the size of metal nanoparticles but also to stabilize the micro/nanostructures without affecting the surface accessibility of active atoms within cages. Compared with traditional method to stabilize catalytic nanoparticles, MNPs-POCs composite has better stability and more active catalytic centers. The recent research achievements in MNPs-POCs nanocomposites and their important applications are summarized in this review, which is expected to inspire the further application in catalysis, sensors, medicine, etc.
Jialin Chen , Zhiheng Ma , Yufeng Li , Siwei Cao , Qiang Zhuang . Research Progress in Metal-Porous Organic Cage Nanocomposites[J]. Chinese Journal of Organic Chemistry, 2023 , 43(1) : 120 -129 . DOI: 10.6023/cjoc202207020
| [1] | Moran, J. R.; Karbach, S.; Cram, D. J. J. Am. Chem. Soc. 1982, 104, 5826. |
| [2] | (a) Anderson, S.; Anderson, H. L.; Sanders, J. K. Acc. Chem. Res. 1993, 26, 469. |
| [2] | (b) Diederich, F.; Stang, P. J. Templated Organic Synthesis, John Wiley & Sons, New Jersey, 2008, pp. 100-120. |
| [2] | (c) Meyer, C. D.; Joiner, C. S.; Stoddart, J. F. Chem. Soc. Rev. 2007, 36, 1705. |
| [3] | (a) Hasell, T.; Miklitz, M.; Stephenson, A.; Little, M. A.; Chong, S. Y.; Clowes, R.; Chen, L.; Holden, D.; Tribello, G. A.; Jelfs, K. E. J. Am. Chem. Soc. 2016, 138, 1653. |
| [3] | (b) Wang, Z.; Sikdar, N.; Wang, S.Q.; Li, X.; Yu, M.; Bu, X. H.; Chang, Z.; Zou, X.; Chen, Y.; Cheng, P. J. Am. Chem. Soc. 2019, 141, 9408. |
| [3] | (c) Chen, L.; Reiss, P. S.; Chong, S. Y.; Holden, D.; Jelfs, K. E.; Hasell, T.; Little, M. A.; Kewley, A.; Briggs, M. E.; Stephenson, A. Nat. Mater. 2014, 13, 954. |
| [4] | (a) Leonhardt, V.; Fimmel, S.; Krause, A. M.; Beuerle, F. Chem. Sci. 2020, 11, 8409. |
| [4] | (b) Duan, H.; Li, Y.; Li, Q.; Wang, P.; Liu, X.; Cheng, L.; Yu, Y.; Cao, L. Angew. Chem. 2020, 132, 10187. |
| [4] | (c) Tamura, Y.; Takezawa, H.; Fujita, M. J. Am. Chem. Soc. 2020, 142, 5504. |
| [5] | Wang, Y.; Yang, Y.; Zha, Z.; Wang, J.; Wang, Z.; Zhao, S. J. Membr. Sci. 2022, 120782. |
| [6] | (a) Brammer, L. Chem. Soc. Rev. 2004, 33, 476. |
| [6] | (b) Jones, N. Nature 2014, 505, 602. |
| [7] | (a) Song, L. N.; Zou, L. C.; Wang, X. X.; Luo, N.; Xu, J. J.; Yu, J. H. iScience 2019, 14, 36. |
| [7] | (b) Kim, B. H.; Hackett, M. J.; Park, J.; Hyeon, T. Chem. Mater. 2014, 26, 59. |
| [7] | (c) Dong, C.; Li, Y.; Cheng, D.; Zhang, M.; Liu, J.; Wang, Y. G.; Xiao, D.; Ma, D. ACS Catal. 2020, 10, 11011. |
| [8] | (a) Pattadar, D. K.; Zamborini, F. P. Langmuir 2019, 35, 16416. |
| [8] | (b) Jamkhande, P. G.; Ghule, N. W.; Bamer, A. H.; Kalaskar, M. G. J. Drug Delivery Sci. Technol. 2019, 53, 101174. |
| [9] | Kang, H.; Joseph, T.B.; Rebeca, S. Chem. Rev. 2018, 119, 664,699. |
| [10] | Wang, S.; Zhang, W.; Yang, Z.; Wei, H.; Yang, Y.; Wei, J. Catal. Lett. 2019, 149, 2492. |
| [11] | Ashton, P. R.; Girreser, U.; Giuffrida, D.; Kohnke, F. H.; Mathias, J. P.; Raymo, F. M.; Slawin, A. M.; Stoddart, J. F.; Williams, D. J. J. Am. Chem. Soc. 1993, 115, 5422. |
| [12] | (a) Jin, Y.; Yu, C.; Denman, R. J.; Zhang, W. Chem. Soc. Rev. 2013, 42, 6634. |
| [12] | (b) Jin, Y.; Wang, Q.; Taynton, P.; Zhang, W. Acc. Chem. Res. 2014, 47, 1575. |
| [13] | Hasell, T.; Cooper, A. I. Nat. Rev. Mater. 2016, 1, 1. |
| [14] | Quan, M. L.; Cram, D. J. J. Am. Chem. Soc. 1991, 113, 2754. |
| [15] | Ro, S.; Rowan, S. J.; Pease, A. R.; Cram, D. J.; Stoddart, J. F. Org. Lett. 2000, 2, 2411. |
| [16] | Tozawa, T.; Jones, J. T.; Swamy, S. I.; Jiang, S.; Adams, D. J.; Shakespeare, S.; Clowes, R.; Bradshaw, D.; Hasell, T.; Chong, S. Y. Nat. Mater. 2009, 8, 973. |
| [17] | Qiu, L.; McCaffrey, R.; Jin, Y.; Gong, Y.; Hu, Y.; Sun, H.; Park, W.; Zhang, W. Chem. Sci. 2018, 9, 676. |
| [18] | Lei, Y.; Chen, Q.; Liu, P.; Wang, L.; Wang, H.; Li, B.; Lu, X.; Chen, Z.; Pan, Y.; Huang, F. Angew. Chem. 2021, 133, 4755. |
| [19] | Liu, Q. Y.; Zhang, L.; Mo, F. Y. Acta Chim. Sin. 2020, 78, 1297. (in Chinese) |
| [19] | (刘谦益, 张雷, 莫凡洋, 化学学报, 2020, 78, 1297.) |
| [20] | Iwasawa, N.; Takahagi, H. J. Am. Chem. Soc. 2007, 129, 7754. |
| [21] | Zhang, G.; Presly, O.; White, F.; Oppel, I. M.; Mastalerz, M. Angew. Chem. Int. Ed. 2014, 53, 1516. |
| [22] | Ivanova, S.; K?ster, E.; Holstein, J. J.; Keller, N.; Clever, G. H.; Bein, T.; Beuerle, F. Angew. Chem. Int. Ed. 2021, 60, 17455. |
| [23] | Zhang, C.; Wang, Q.; Long, H.; Zhang, W. J. Am. Chem. Soc. 2011, 133, 20995. |
| [24] | Wang, Q.; Zhang, C.; Noll, B. C.; Long, H.; Jin, Y.; Zhang, W. Angew. Chem. Int. Ed. 2014, 53, 10663. |
| [25] | H?hsler, M.; Mastalerz, M. Chem.-Eur. J. 2021, 27, 233. |
| [26] | (a) Stefankiewicz, A. R.; Sambrook, M. R.; Sanders, J. K. Chem. Sci. 2012, 3, 2326. |
| [26] | (b) Sun, W. D.; Ye, L.; Liu, J.; Zheng, L.; Guo, W. C.; Han, S. K.; Shao, C. K.; Jiang, H. Chin. J. Org. Chem. 2019, 39, 2867. (in Chinese) |
| [26] | (孙卫东, 叶琳, 刘佳, 郑璐, 郭文彩, 韩森凯, 邵成园, 江华, 有机化学, 2019, 39, 2867.) |
| [27] | Sch?fer, N.; Bühler, M.; Heyer, L.; R?hr, M. I.; Beuerle, F. Chem.-Eur. J. 2021, 27, 6077. |
| [28] | Zhang, J.; Li, Y.; Yang, W.; Lai, S. W.; Zhou, C.; Liu, H.; Che, C. M.; Li, Y. Chem. Commun. 2012, 48, 3602. |
| [29] | Ding, H.; Meng, X.; Cui, X.; Yang, Y.; Zhou, T.; Wang, C.; Zeller, M.; Wang, C. Chem. Commun. 2014, 50, 11162. |
| [30] | Ding, H.; Wu, X.; Zeller, M.; Xie, Y.; Wang, C. J. Org. Chem. 2015, 80, 9360. |
| [31] | Chen, M.; Feng, Y.; Wang, X.; Chen, T.; Zhang, J..; Qian, D. Langmuir 2007, 23,5296-5304. |
| [32] | McCaffrey, R.; Long, H.; Jin, Y.; Sanders, A.; Park, W.; Zhang, W. J. Am. Chem. Soc. 2014, 136, 1782. |
| [33] | Nihei, M.; Ida, H.; Nibe, T.; Moeljadi, A. M. P.; Trinh, Q. T.; Hirao, H.; Ishizaki, M.; Kurihara, M.; Shiga, T.; Oshio, H. J. Am. Chem. Soc. 2018, 140, 17753. |
| [34] | Gálvez, N.; Fernández, B.; Sánchez, P.; Cuesta, R.; Ceolín, M.; Clemente León, M.; Trasobares, S.; López Haro, M.; Calvino, J. J.; Stéphan, O. J. Am. Chem. Soc. 2008, 130, 8062. |
| [35] | Skowronek, P.; War?ajtis, B.; Rychlewska, U.; Gawroński, J. Chem. Commun. 2013, 49, 2524. |
| [36] | Hua, M.; Wang, S.; Gong, Y.; Wei, J.; Yang, Z.; Sun, J. K. Angew. Chem. Int. Ed. 2021, 60, 12490. |
| [37] | Hua, M.; Hao, J.; Gong, Y.; Zhang, F.; Wei, J.; Yang, Z.; Pileni, M. P. ACS Nano 2020, 14, 5517. |
| [38] | Ren, F.; Hua, M.; Yang, Z.; Wei, J. J. Colloid Interface Sci. 2022, 621, 331. |
| [39] | Bai, S.; Wang, Y. Y.; Han, Y. F. Chin. J. Chem. 2019, 37, 1289. |
| [40] | (a) Martin, R.; Buchwald, S. L. Acc. Chem. Res. 2008, 41, 1461. |
| [40] | (b) Fu, Y. F.; Zou, Z. J.; Tang, C.; Song, K. P. Chin. J. Org. Chem. 2018, 38, 3106. (in Chinese) |
| [40] | (付玉芳, 邹志娟, 唐成, 宋昆鹏, 有机化学, 2018, 38, 3106.) |
| [41] | Zhou, Y.; Xiang, Z.; Cao, D.; Liu, C. J. Chem. Commun. 2013, 49, 5633. |
| [42] | Jiang, S.; Cox, H. J.; Papaioannou, E. I.; Tang, C.; Liu, H.; Murdoch, B. J.; Gibson, E. K.; Metcalfe, I. S.; Evans, J. S.; Beaumont, S. K. Nanoscale 2019, 11, 14929. |
| [43] | Gao, S.; Liu, Y.; Wang, L.; Wang, Z.; Liu, P.; Gao, J.; Jiang, Y. ACS Catal. 2021, 11, 5544. |
| [44] | (a) Acharyya, K.; Mukherjee, P. S. Chem.-Eur. J. 2015, 21, 6823. |
| [44] | (b) Brzechwa Chodzyńska, A.; Dro?d?, W.; Harrowfield, J.; Stefankiewicz, A. R. Coord. Chem. Rev. 2021, 434, 213820. |
| [45] | Ren, H.; Liu, C.; Ding, X.; Fu, X.; Wang, H.; Jiang, J. Chin. J. Chem. 2022, 40, 385. |
| [46] | Guo, Z. B.; Zheng, X. Y.; Li, X. Y.; Jia, Q. F.; Zhang, P. Z.; Wei, C.; Li, X. L. Chin. J. Org. Chem. 2020, 40, 1239. (in Chinese) |
| [46] | (郭振波, 郑雪阳, 李雪艳, 贾清菲, 张平竹, 魏超, 李小六, 有机化学, 2020, 40, 1239.) |
| [47] | (a) Zhang, X. D.; Wu, D.; Shen, X.; Chen, J.; Sun, Y. M.; Liu, P. X.; Liang, X. J. Biomaterials 2012, 33, 6408. |
| [47] | (b) Rezaee, M.; Hunting, D. J.; Sanche, L. Int. J. Radiat. Oncol. Biol. Phys. 2013, 87, 847. |
| [47] | (c) Porcel, E.; Liehn, S.; Remita, H.; Usami, N.; Kobayashi, K.; Furusawa, Y.; Le Sech, C.; Lacombe, S. Nanotechnology 2010, 21, 85103. |
| [48] | Liu, H.; Duan, X.; Lv, Y. K.; Zhu, L.; Zhang, Z.; Yu, B.; Jin, Y.; Si, Y.; Wang, Z.; Li, B. Chem. Eng. J. 2021, 426, 130872. |
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