Chinese Journal of Organic Chemistry >
Advances in the Reactions of CO2 and Epoxides Catalyzed by Heterometallic Complexes
Received date: 2024-05-31
Revised date: 2024-09-03
Online published: 2024-09-10
Supported by
National Natural Science Foundation of China(22271205)
As global warming is getting serious, the concept of sustainable development is attracting increasing interests, and the utilization of CO2 as a renewable resource is receiving intensive study. In the presence of catalysts, CO2 reacts with epoxides to produce cyclic carbonates and polycarbonates. Cyclic carbonates have found wide applications in fields of lithium-ion batteries, organic synthesis and fine chemical production. Polycarbonates are a type of biodegradable polymer material, and can be used as adhesives, food packaging and optical media, etc. The reaction with epoxides is thus one representative of CO2 utilization. Recent studies report that mononuclear and polynuclear metal complexes could catalyze this reaction. Among these examples, heterometallic complexes have shown good activities, due to the synergistic effect between different metals. The synthesis of heterometallic complexes and their applications in catalyzing the reactions of CO2 with epoxides over the past 20 years are reviewed, and the characteristics of various catalysts as well as possible reaction mechanisms are discussed.
Key words: CO2; epoxide; cyclic carbonate; polycarbonate; heterometallic complex
Yanwei Wang , Weiwei Chen , Dan Yuan , Yong Zhang , Yingming Yao . Advances in the Reactions of CO2 and Epoxides Catalyzed by Heterometallic Complexes[J]. Chinese Journal of Organic Chemistry, 2024 , 44(10) : 3063 -3076 . DOI: 10.6023/cjoc202405048
| [1] | Zhang, L.; Han, Z. B.; Zhao, X. Y.; Wang, Z.; Ding, K. L. Angew. Chem., Int. Ed. 2015, 54, 6186. |
| [2] | Zhang, W.; Chen, Z.; Jiang, Y.-X.; Liao, L.-L.; Wang, W.; Ye, J.-H.; Yu, D.-G. Nat. Commun. 2023, 14, 3529. |
| [3] | Zhang, Z.; Ye, J. H.; Ju, T.; Liao, L. L.; Huang, H.; Gui, Y. Y.; Zhou, W. J.; Yu, D. G. ACS Catal. 2020, 10, 10871. |
| [4] | Zhou, W.-J.; Wang, Z.-H.; Liao, L.-L.; Jiang, Y.-X.; Cao, K.-G.; Ju, T.; Li, Y.; Cao, G.-M.; Yu, D.-G. Nat. Commun. 2020, 11, 3263. |
| [5] | Han, N.; Wang, Y.; Yang, H.; Deng, J.; Wu, J.; Li, Y.; Li, Y. Nat. Commun. 2018, 9, 1320. |
| [6] | Zhang, J.; Kang, X.; Yan, Y.; Ding, X.; He, L.; Li, Y. Angew. Chem., Int. Ed. 2024, 63, e202315777. |
| [7] | Zhang, K. F.; Xu, J.; Yan, T. R.; Jia, L.; Zhang, J.; Shao, C. C.; Zhang, L.; Han, N.; Li, Y. G. Adv. Funct. Mater. 2023, 33, 2214062. |
| [8] | Xie, W.-J.; Mulina, O. M.; Terent'ev, A. O.; He, L.-N. Catalysts 2023, 13, 1109. |
| [9] | Cao, Y. Z.; Wei, Y.; Wan, W. R.; Liu, C. Y.; Zhuang, C. W.; Gong, C.; Nan, L. H.; Zhang, Q. L.; Gao, H.; Chen, J. Z.; Jing, H. W. J. Mater. Chem. A 2023, 11, 4230. |
| [10] | Andrea, K. A.; Kerton, F. M. ACS Catal. 2019, 9, 1799. |
| [11] | Büttner, H.; Longwitz, L.; Steinbauer, J.; Wulf, C.; Werner, T. Top. Curr. Chem. 2017, 375, 50. |
| [12] | Cokoja, M.; Wilhelm, M. E.; Anthofer, M. H.; Herrmann, W. A.; Kühn, F. E. ChemSusChem 2015, 8, 2436. |
| [13] | Guo, W. S.; Gómez, J. E.; Cristòfol, A.; Xie, J. N.; Kleij, A. W. Angew. Chem., Int. Ed. 2018, 57, 13735. |
| [14] | Hauenstein, O.; Agarwal, S.; Greiner, A. Nat. Commun. 2016, 7, 11862. |
| [15] | Liu, M.; Wang, X.; Jiang, Y.; Sun, J.; Arai, M. Catal. Rev.: Sci. Eng. 2018, 61, 214. |
| [16] | Pal, T. K.; De, D.; Bharadwaj, P. K. Coord. Chem. Rev. 2020, 408, 213173. |
| [17] | Patil, N. G.; Boopathi, S. K.; Alagi, P.; Hadjichristidis, N.; Gnanou, Y.; Feng, X. S. Macromolecules 2019, 52, 2431. |
| [18] | Tamura, M.; Nakagawa, Y.; Tomishige, K. Asian J. Org. Chem. 2022, 11, e202200445. |
| [19] | Toda, T.; Nakata, T.; Fukuoka, H.; Yoneda, H. Macromolecules 2024, 57, 2413. |
| [20] | Yang, G.-W.; Xu, C.-K.; Xie, R.; Zhang, Y.-Y.; Zhu, X.-F.; Wu, G.-P. J. Am. Chem. Soc. 2021, 143, 3455. |
| [21] | Inoue, S.; Koinuma, H.; Tsuruta, T. Die Makromol. Chem. 1969, 130, 210. |
| [22] | Bhat, G. A.; Darensbourg, D. J. Coord. Chem. Rev. 2023, 492, 215277. |
| [23] | Chen, C.; Gnanou, Y.; Feng, X. Polym. Chem. 2022, 13, 6312. |
| [24] | Chiarcos, R.; Laus, M.; Sparnacci, K.; Po, R. C. R.; Biagini, P.; Tritto, I.; Boggioni, L.; Losio, S. Eur. Polym. J. 2023, 192, 112058. |
| [25] | Das, J.; Sharma, R.; Balhara, S.; Mohanty, P. Fuel 2023, 350, 128784. |
| [26] | Decortes, A.; Haak, R. M.; Martín, C.; Belmonte, M. M.; Martin, E.; Benet-Buchholz, J.; Kleij, A. W. Macromolecules 2015, 48, 8197. |
| [27] | Jung, H.-J.; Nyamayaro, K.; Baalbaki, H. A.; Goonesinghe, C.; Mehrkhodavandi, P. Inorg. Chem. 2023, 62, 1968. |
| [28] | Martín, C.; Kleij, A. W. Macromolecules 2016, 49, 6285. |
| [29] | Martínez, J.; Castro-Osma, J. A.; Lara-Sánchez, A.; Otero, A.; Fernández-Baeza, J.; Tejeda, J.; Sánchez-Barba, L. F.; Rodríguez- Diéguez, A. Polym. Chem. 2016, 7, 6475. |
| [30] | Niknam, F.; Denk, A.; Buonerba, A.; Rieger, B.; Grassi, A.; Capacchione, C. Catal. Sci. Technol. 2023, 13, 4684. |
| [31] | Olejník, R.; Bílek, M.; R??i?ková, Z.; Ho?tálek, Z.; Merna, J.; R??i?ka, A. J. Organomet. Chem. 2015, 794, 237. |
| [32] | Qian, W.; Ma, X. F.; Fu, M. Q.; Chen, M. G.; Yang, Z. L.; Su, Q.; Cheng, W. G. Green Chem. 2024, 26, 3406. |
| [33] | Ren, W. M.; Liang, M. W.; Xu, Y. C.; Lu, X. B. Polym. Chem. 2013, 4, 4425. |
| [34] | Schoo, T. Bull. Chem. Soc. Jpn. 2023, 96, 693. |
| [35] | Wang, H.; Xu, F.; Zhang, Z.; Feng, M.; Jiang, M.; Zhang, S. RSC Sustainability 2023, 1, 2162. |
| [36] | Yang, Y.; Sung, K.; Lee, J. D.; Ha, J.; Kim, H.; Baek, J.; Seo, J. H.; Kim, S.-J.; Lee, B. Y.; Son, S. U.; Kim, B.-S.; Kim, Y.; Park, J.-Y.; Jang, H.-Y. ACS Sustainable Chem. Eng. 2024, 12, 3933. |
| [37] | Zhang, D. D.; Feng, X. S.; Gnanou, Y.; Huang, K. W. Macromolecules 2018, 51, 5600. |
| [38] | Zhu, Q.; Fang, W.; Maron, L.; Zhu, C. Q. Acc. Chem. Res. 2022, 55, 1718. |
| [39] | Qin, Z.; Thomas, C. M.; Lee, S.; Coates, G. W. Angew. Chem., Int. Ed., 2003, 42, 5484. |
| [40] | Darensbourg, D. J.; Holtcamp, M. W. Macromolecules 1995, 28, 7577. |
| [41] | Darensbourg, D. J.; Holtcamp, M. W.; Struck, G. E.; Zimmer, M. S.; Niezgoda, S. A.; Rainey, P.; Robertson, J. B.; Draper, J. D.; Reibenspies, J. H. J. Am. Chem. Soc. 1999, 121, 107. |
| [42] | Deng, J. Y.; Ratanasak, M.; Sako, Y.; Tokuda, H.; Maeda, C.; Hasegawa, J. Y.; Nozaki, K.; Ema, T. Chem. Sci. 2020, 11, 5669. |
| [43] | Hatazawa, M.; Nakabayashi, K.; Ohkoshi, S.; Nozaki, K. Chemistry 2016, 22, 13677. |
| [44] | Nakano, K.; Fujie, R.; Shintani, R.; Nozaki, K. Chem. Commun. 2013, 49, 9332. |
| [45] | Nakano, K.; Hashimoto, S.; Nakamura, M.; Kamada, T.; Nozaki, K. Angew. Chem., Int. Ed. 2011, 50, 4868. |
| [46] | Nakano, K.; Hashimoto, S.; Nozaki, K. Chem. Sci. 2010, 1, 369. |
| [47] | Nakano, K.; Kamada, T.; Nozaki, K. Angew. Chem., Int. Ed. 2006, 45, 7274. |
| [48] | Nakano, K.; Kobayashi, K.; Nozaki, K. J. Am. Chem. Soc. 2011, 133, 10720. |
| [49] | Nakano, K.; Kobayashi, K.; Ohkawara, T.; Imoto, H.; Nozaki, K. J. Am. Chem. Soc. 2013, 135, 8456. |
| [50] | Nakano, K.; Nakamura, M.; Nozaki, K. Macromolecules 2009, 42, 6972. |
| [51] | Ohkawara, T.; Suzuki, K.; Nakano, K.; Mori, S.; Nozaki, K. J. Am. Chem. Soc. 2014, 136, 10728. |
| [52] | Okada, A.; Kikuchi, S.; Nakano, K.; Nishioka, K.; Nozaki, K.; Yamada, T. Chem. Lett. 2010, 39, 1066. |
| [53] | Robert, C.; Ohkawara, T.; Nozaki, K. Chemistry 2014, 20, 4789. |
| [54] | Chapman, A. M.; Keyworth, C.; Kember, M. R.; Lennox, A. J. J.; Williams, C. K. ACS Catal. 2015, 5, 1581. |
| [55] | Deacy, A. C.; Durr, C. B.; Williams, C. K. Dalton Trans. 2020, 49, 223. |
| [56] | Garden, J. A.; Saini, P. K.; Williams, C. K. J. Am. Chem. Soc. 2015, 137, 15078. |
| [57] | Garden, J. A.; White, A. J. P.; Williams, C. K. Dalton Trans. 2017, 46, 2532. |
| [58] | Kember, M. R.; Jutz, F.; Buchard, A.; White, A. J. P.; Williams, C. K. Chem. Sci. 2012, 3, 1245. |
| [59] | Kember, M. R.; Knight, P. D.; Reung, P. T. R.; Williams, C. K. Angew. Chem., Int. Ed. 2009, 48, 931. |
| [60] | Kember, M. R.; White, A. J. P.; Williams, C. K. Inorg. Chem. 2009, 48, 9535. |
| [61] | Kember, M. R.; White, A. J. P.; Williams, C. K. Macromolecules 2010, 43, 2291. |
| [62] | Kember, M. R.; Williams, C. K. J. Am. Chem. Soc. 2012, 134, 15676. |
| [63] | McGuire, T. M.; Deacy, A. C.; Buchard, A.; Williams, C. K. J. Am. Chem. Soc. 2022, 144, 18444. |
| [64] | Reis, N. V.; Deacy, A. C.; Rosetto, G.; Durr, C. B.; Williams, C. K. Chem.-Eur. J. 2022, 28, e202104198. |
| [65] | Knight, P. D.; White, A. J. P.; Williams, C. K. Inorg. Chem. 2008, 47, 11711. |
| [66] | Singer, F. N.; Deacy, A. C.; McGuire, T. M.; Williams, C. K.; Buchard, A. Angew. Chem., Int. Ed. 2022, 61, e202201785. |
| [67] | Zhang, D. Y.; Boopathi, S. K.; Hadjichristidis, N.; Gnanou, Y.; Feng, X. S. J. Am. Chem. Soc. 2016, 138, 11117. |
| [68] | Li, W. B.; Liu, Y.; Lu, X. B. Organometallics 2020, 39, 1628. |
| [69] | Liu, Y.; Fang, L. M.; Ren, B. H.; Lu, X. B. Macromolecules 2020, 53, 2912. |
| [70] | Liu, Y.; Yu, H. Y.; Lu, X. B. Macromol. Chem. Phys. 2019, 220, 1900377. |
| [71] | Liu, Y.; Yu, Y.; Bao, Y. Y.; Lu, X. B. Macromol. Chem. Phys. 2020, 221, 2000247. |
| [72] | Chen, Z.; Yang, J. L.; Lu, X. Y.; Hu, L. F.; Cao, X. H.; Wu, G. P.; Zhang, X. H. Polym. Chem. 2019, 10, 3621. |
| [73] | Kiriratnikom, J.; Guo, J. F.; Cao, X. H.; Khan, M. U.; Zhang, C. J.; Zhang, X. H. J. Polym. Sci. 2022, 60, 3414. |
| [74] | Wang, Y.; Liu, Z. H.; Guo, W. Q.; Zhang, C. J.; Zhang, X. H. Macromolecules 2023, 56, 4901. |
| [75] | Wang, Y.; Zhang, J. Y.; Yang, J. L.; Zhang, H. K.; Kiriratnikom, J.; Zhang, C. J.; Chen, K. L.; Cao, X. H.; Hu, L. F.; Zhang, X. H.; Tang, B. Z. Macromolecules 2021, 54, 2178. |
| [76] | Chernikova, E. V.; Beletskaya, I. P. Russ. Chem. Rev. 2024, 93, Rcr5112. |
| [77] | Coates, G. W.; Moore, D. R. Angew. Chem., Int. Ed. 2004, 43, 6618. |
| [78] | Darensbourg, D. J. Polym. Degrad. Stab. 2018, 149, 45. |
| [79] | Darensbourg, D. J.; Yeung, A. D. Polym. Chem. 2014, 5, 3949. |
| [80] | Della Monica, F.; Capacchione, C. Asian J. Org. Chem. 2022, 11, e202200300. |
| [81] | Huang, J.; Worch, J. C.; Dove, A. P.; Coulembier, O. ChemSusChem 2020, 13, 469. |
| [82] | Kember, M. R.; Buchard, A.; Williams, C. K. Chem. Commun. 2011, 47, 141. |
| [83] | Klaus, S.; Lehenmeier, M. W.; Anderson, C. E.; Rieger, B. Coord. Chem. Rev. 2011, 255, 1460. |
| [84] | Kozak, C. M.; Ambrose, K.; Anderson, T. S. Coord. Chem. Rev. 2018, 376, 565. |
| [85] | Lu, X.-B.; Darensbourg, D. J. Chem. Soc. Rev. 2012, 41, 1462. |
| [86] | Lu, X.-B.; Ren, B.-H. Chin. J. Polym. Sci. 2022, 40, 1331. |
| [87] | Siragusa, F.; Detrembleur, C.; Grignard, B. Polym. Chem. 2023, 14, 1164. |
| [88] | Wang, Y. Y.; Darensbourg, D. J. Coord. Chem. Rev. 2018, 372, 85. |
| [89] | Decortes, A.; Castilla, A. M.; Kleij, A. W. Angew. Chem., Int. Ed. 2010, 49, 9822. |
| [90] | North, M.; Pasquale, R.; Young, C. Green Chem. 2010, 12, 1514. |
| [91] | Rehman, A.; Saleem, F.; Javed, F.; Ikhlaq, A.; Ahmad, S. W.; Harvey, A. J. Environ. Eng. Chem. Eng. 2021, 9, 105113. |
| [92] | Tyagi, P.; Singh, D.; Malik, N.; Kumar, S.; Singh Malik, R. Mater. Today 2023, 65, 133. |
| [93] | Yan, T.; Liu, H.; Zeng, Z. X.; Pan, W. G. J. CO2 Util. 2023, 68, 102355. |
| [94] | Yokoe, M.; Aoi, K.; Okada, M. J. Polym. Sci. Part A: Polym. Chem. 2003, 41, 2312. |
| [95] | Abdel Baki, Z.; Dib, H.; Sahin, T. Polymers 2022, 14, 2031. |
| [96] | Grefe, L.; Mejía, E. Tetrahedron 2021, 98, 132433. |
| [97] | Zhang, Z. H.; Yang, Y. F.; She, Y. B. Macromolecules 2022, 55, 5766. |
| [98] | Darensbourg, D. J.; Adams, M. J.; Yarbrough, J. C.; Phelps, A. L. Inorg. Chem. 2003, 42, 7809. |
| [99] | Kim, I.; Yi, M. J.; Lee, K. J.; Park, D.-W.; Kim, B. U.; Ha, C.-S. Catal. Today 2006, 111, 292. |
| [100] | Kim, I.; Yi, M. J.; Byun, S. H.; Park, D. W.; Kim, B. U.; Ha, C. S. Macromol. Symp. 2005, 224, 181. |
| [101] | Lee, I. K.; Ha, J. Y.; Cao, C.; Park, D. W.; Ha, C. S.; Kim, I. Catal. Today 2009, 148, 389. |
| [102] | Tran, C. H.; Jang, H. B.; Moon, B. R.; Lee, E. G.; Choi, H. K.; Kim, I. Catal. Today 2024, 425, 114319. |
| [103] | Tran, C. H.; Kim, S. A.; Moon, Y.; Lee, Y.; Ryu, H. M.; Baik, J. H.; Hong, S. C.; Kim, I. Catal. Today 2021, 375, 335. |
| [104] | Tran, C. H.; Pham, L. T. T.; Lee, Y.; Jang, H. B.; Kim, S.; Kim, I. J. Catal. 2019, 372, 86. |
| [105] | Lee, E. G.; Tran, C. H.; Heo, J. Y.; Kim, S. Y.; Choi, H.; Moon, B. R.; Kim, I. Polymers 2024, 16, 818. |
| [106] | Chen, S.; Zhang, X. H.; Lin, F.; Qi, G. R. React. Kinet. Catal. Lett. 2007, 91, 69. |
| [107] | Zhang, X. H.; Chen, S.; Wu, X. M.; Sun, X. K.; Liu, F.; Qi, G. R. Chin. Chem. Lett. 2007, 18, 887. |
| [108] | Sun, X. K.; Zhang, X. H.; Liu, F.; Chen, S.; Du, B. Y.; Wang, Q.; Fan, Z. Q.; Qi, G. R. J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 3128. |
| [109] | Zhang, X. H.; Wei, R. J.; Sun, X. K.; Zhang, J. F.; Du, B. Y.; Fan, Z. Q.; Qi, G. R. Polymer 2011, 52, 5494. |
| [110] | Wei, R. J.; Zhang, X. H.; Zhang, Y. Y.; Du, B. Y.; Fan, Z. Q.; Qi, G. R. RSC Adv. 2014, 4, 3188. |
| [111] | Zhang, Y. Y.; Zhang, X. H.; Wei, R. J.; Du, B. Y.; Fan, Z. Q.; Qi, G. R. RSC Adv. 2014, 4, 36183. |
| [112] | Zhang, X. H.; Wei, R. J.; Zhang, Y. Y.; Du, B. Y.; Fan, Z. Q. Macromolecules 2015, 48, 536. |
| [113] | Gao, Y.; Qin, Y.; Zhao, X.; Wang, F.; Wang, X. J. Polym. Res. 2012, 19, 9878. |
| [114] | Liu, S. J.; Qin, Y. S.; Chen, X. S.; Wang, X. H.; Wang, F. S. Polym. Chem. 2014, 5, 6171. |
| [115] | Liu, S. J.; Miao, Y. Y.; Qiao, L. J.; Qin, Y. S.; Wang, X. H.; Chen, X. S.; Wang, F. S. Polym. Chem. 2015, 6, 7580. |
| [116] | Liu, S. J.; Qin, Y. S.; Qiao, L. J.; Miao, Y. Y.; Wang, X. H.; Wang, F. S. Polym. Chem. 2016, 7, 146. |
| [117] | Dharman, M. M.; Ahn, J. Y.; Lee, M. K.; Shim, H. L.; Kim, K. H.; Kim, I.; Park, D. W. Green Chem. 2008, 10, 678. |
| [118] | Shi, J.; Shi, Z.; Yan, H.; Wang, X.; Zhang, X.; Lin, Q.; Zhu, L. RSC Adv. 2018, 8, 6565. |
| [119] | Buchard, A.; Jutz, F.; Kember, M. R.; White, A. J. P.; Rzepa, H. S.; Williams, C. K. Macromolecules 2012, 45, 6781. |
| [120] | Kissling, S.; Lehenmeier, M. W.; Altenbuchner, P. T.; Kronast, A.; Reiter, M.; Deglmann, P.; Seemann, U. B.; Rieger, B. Chem. Commun. 2015, 51, 4579. |
| [121] | Lee, B. Y.; Kwon, H. Y.; Lee, S. Y.; Na, S. J.; Han, S. I.; Yun, H.; Lee, H.; Park, Y. W. J. Am. Chem. Soc. 2005, 127, 3031. |
| [122] | Su, Y.-C.; Tsui, C.-H.; Tsai, C.-Y.; Ko, B.-T. Polym. Chem. 2020, 11, 3225. |
| [123] | Buchard, A.; Kember, M. R.; Sandeman, K. G.; Williams, C. K. Chem. Commun. 2011, 47, 212. |
| [124] | Jutz, F.; Buchard, A.; Kember, M. R.; Fredriksen, S. B.; Williams, C. K. J. Am. Chem. Soc. 2011, 133, 17395. |
| [125] | Saini, P. K.; Romain, C.; Williams, C. K. Chem. Commun. 2014, 50, 4164. |
| [126] | Deacy, A. C.; Durr, C. B.; Garden, J. A.; White, A. J. P.; Williams, C. K. Inorg. Chem. 2018, 57, 15575. |
| [127] | Deacy, A. C.; Kilpatrick, A. F. R.; Regoutz, A.; Williams, C. K. Nat. Chem. 2020, 12, 372. |
| [128] | Trott, G.; Garden, J. A.; Williams, C. K. Chem. Sci. 2019, 10, 4618. |
| [129] | Deacy, A. C.; Moreby, E.; Phanopoulos, A.; Williams, C. K. J. Am. Chem. Soc. 2020, 142, 19150. |
| [130] | Deacy, A. C.; Phanopoulos, A.; Lindeboom, W.; Buchard, A.; Williams, C. K. J. Am. Chem. Soc. 2022, 144, 17929. |
| [131] | Fiorentini, F.; Diment, W. T.; Deacy, A. C.; Kerr, R. W. F.; Faulkner, S.; Williams, C. K. Nat. Commun. 2023, 14, 4783. |
| [132] | Lindeboom, W.; Fraser, D. A. X.; Durr, C. B.; Williams, C. K. Chem.-Eur. J. 2021, 27, 12224. |
| [133] | Lindeboom, W.; Deacy, A. C.; Phanopoulos, A.; Buchard, A.; Williams, C. K. Angew. Chem., Int. Ed. 2023, 62, e202308378. |
| [134] | Eisenhardt, K. H. S.; Fiorentini, F.; Lindeboom, W.; Williams, C. K. J. Am. Chem. Soc. 2024, 146, 10451. |
| [135] | Plajer, A. J.; Williams, C. K. Angew. Chem., Int. Ed. 2021, 60, 13372. |
| [136] | Nagae, H.; Matsushiro, S.; Okuda, J.; Mashima, K. Chem. Sci. 2023, 14, 8262. |
| [137] | Gupta, V.; Justyniak, I.; Chwojnowska, E.; Szejko, V.; Lewiński, J. Inorg. Chem. 2023, 62, 16274. |
| [138] | Shen, Z.; Chen, X.; Zhang, Y. Macromolecules 1991, 24, 5305. |
| [139] | Shen, Z.; Chen, X.; Zhang, Y. Macromol. Chem. Phys. 1994, 195, 2003. |
| [140] | Tan, C. S.; Hsu, T. J. Macromolecules 1997, 30, 3147. |
| [141] | Dong, Y.; Wang, X.; Zhao, X.; Wang, F. J. Polym. Sci. Part A: Polym. Chem. 2011, 50, 362. |
| [142] | Nikitinskii, A. V.; Bochkarev, L. N.; Khorshev, S. Y.; Bochkarev, M. N. Russ. J. Gen. Chem. 2004, 74, 1197. |
| [143] | Nikitinskii, A. V.; Bochkarev, L. N.; Voronin, R. V.; Khorshev, S. Y.; Kurskii, Y. A.; Bochkarev, M. N. Russ. J. Gen. Chem. 2004, 74, 1194. |
| [144] | Qin, J.; Xu, B.; Zhang, Y.; Yuan, D.; Yao, Y. M. Green Chem. 2016, 18, 4270. |
| [145] | Yao, Q.; Wang, Y.; Zhao, B.; Zhu, X.; Luo, Y.; Yuan, D.; Yao, Y. Inorg. Chem. 2022, 61, 10373. |
| [146] | Song, Y.; Yin, K.; Chen, Y.; Zhao, B.; Zhang, Y.; Zhu, X.; Yuan, D.; Yao, Y. Chin. J. Chem. 2023, 41, 805. |
| [147] | Hua, L.; Li, B.; Han, C.; Gao, P.; Wang, Y.; Yuan, D.; Yao, Y. Inorg. Chem. 2019, 58, 8775. |
| [148] | Xu, R. Y.; Hua, L. Y.; Li, X.; Yao, Y. M.; Leng, X. B.; Chen, Y. F. Dalton Trans. 2019, 48, 10565. |
| [149] | Nagae, H.; Aoki, R.; Akutagawa, S.; Kleemann, J.; Tagawa, R.; Schindler, T.; Choi, G.; Spaniol, T. P.; Tsurugi, H.; Okuda, J.; Mashima, K. Angew. Chem., Int. Ed. 2018, 57, 2492. |
| [150] | Nagae, H.; Akebi, S. Y.; Matsushiro, S.; Sakamoto, K.; Iwasaki, T.; Nozaki, K.; Mashima, K. Macromolecules 2022, 55, 9066. |
| [151] | Asaba, H.; Iwasaki, T.; Hatazawa, M.; Deng, J.; Nagae, H.; Mashima, K.; Nozaki, K. Inorg. Chem. 2020, 59, 7928. |
| [152] | Sch?ffner, B. Chem. Rev. 2010, 110, 4554. |
| [153] | Xu, K. Chem. Rev. 2004, 104, 4303. |
| [154] | Kleij, A. W. ChemSusChem 2020, 13, 6056. |
| [155] | Al-Rowaili, F. N.; Zahid, U.; Onaizi, S.; Khaled, M.; Jamal, A.; AL-Mutairi, E. M. J. CO2 Util. 2021, 53, 101715. |
| [156] | Dai, W. L.; Luo, S. L.; Yin, S. F.; Au, C. T. Appl. Catal., A 2009, 366, 2. |
| [157] | Chen, Y.; Wang, Y.; Nong, J.; Yuan, D.; Yao, Y. Chin. J. Chem. 2024, 42, 1571. |
| [158] | Qin, J.; Wang, P.; Li, Q.; Zhang, Y.; Yuan, D.; Yao, Y. Chem. Commun. 2014, 50, 10952. |
| [159] | Qing, Y.; Liu, T.; Zhao, B.; Bao, X.; Yuan, D.; Yao, Y. Inorg. Chem. Front. 2022, 9, 2969. |
| [160] | Qiu, W. Q.; Jin, F.; Hao, Y. H.; Bao, X. G.; Yuan, D.; Yao, Y. M. Org. Chem. Front. 2022, 9, 4294. |
| [161] | Shaikh, R. R.; Pornpraprom, S.; D’Elia, V. ACS Catal. 2017, 8, 419. |
| [162] | Xin, X.; Shan, H.; Tian, T.; Wang, Y.; Yuan, D.; You, H.; Yao, Y. ACS Sustainable Chem. Eng. 2020, 8, 13185. |
| [163] | Xu, B.; Wang, P.; Lv, M.; Yuan, D.; Yao, Y. M. ChemCatChem 2016, 8, 2466. |
| [164] | Han, Q. X.; Wang, L.; Shi, Z. H.; Xu, C.; Dong, Z.; Mou, Z. L.; Liu, W. S. Chem.-Asian J. 2017, 12, 1364. |
| [165] | Wang, L.; Zhang, R. L.; Han, Q. X.; Xu, C.; Chen, W. M.; Yang, H.; Gao, G. S.; Qin, W. W.; Liu, W. S. Green Chem. 2018, 20, 5311. |
| [166] | Qiao, W. Z.; Xu, H.; Cheng, P.; Zhao, B. Cryst. Growth Des. 2017, 17, 3128. |
| [167] | Zhang, R. L.; Wang, L.; Xu, C.; Yang, H.; Chen, W. M.; Gao, G. S.; Liu, W. S. Dalton Trans. 2018, 47, 7159. |
| [168] | Gao, G. S.; Wang, L.; Zhang, R. T.; Xu, C.; Yang, H.; Liu, W. S. Dalton Trans. 2019, 48, 3941. |
| [169] | Yang, H.; Gao, G.; Chen, W.; Wang, L.; Liu, W. Dalton Trans. 2020, 49, 10270. |
| [170] | Wang, X.; Li, J.; Kou, M.; Dou, W.; Bai, D.; Tang, X.; Tang, Y.; Liu, W. Inorg. Chem. 2023, 62, 19015. |
| [171] | Qu, L.; del Rosal, I.; Li, Q.; Wang, Y.; Yuan, D.; Yao, Y.; Maron, L. J. CO2 Util. 2019, 33, 413. |
| [172] | Yin, K.; Hua, L.; Qu, L.; Yao, Q.; Wang, Y.; Yuan, D.; You, H.; Yao, Y. Dalton Trans. 2021, 50, 1453. |
| [173] | He, X.; Wang, Y.; Yuan, D.; You, H.; Yao, Y. Inorg. Chem. 2021, 60, 11521. |
| [174] | Darensbourg, D. J.; Yarbrough, J. C.; Ortiz, C.; Fang, C. C. J. Am. Chem. Soc. 2003, 125, 7586. |
| [175] | Lehenmeier, M. W.; Bruckmeier, C.; Klaus, S.; Dengler, J. E.; Deglmann, P.; Ott, A. K.; Rieger, B. Chemistry 2011, 17, 8858. |
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