Magnetic core-shell composites accessed by coordination assembly boost catalytic CO2 valorization

doi:10.1016/S1872-2067(23)64400-6

Abstract

Abstract:

Magnetic core-shell composites are readily accessed by encapsulating Fe₃O₄ nanoparticles with NHC-M (M = Ir, Pd) coordination assemblies, which function as solid molecular catalysts and exhibit enhanced catalytic activity compared to the corresponding bis-NHC-Ir molecules in both hydrogenation and dehydrogenation reactions related to CO₂. A record turnover number (TON: 1.69 × 10⁶) was achieved in the hydrogenation of CO₂ to formic acid. In addition, robust solid catalysts can be magnetically recovered and reused for more than 11 runs without obvious loss in activity and selectivity for the dehydrogenation of ammonium formate, even at 10^-6 mmol level catalyst loadings.

Key words: CO₂ valorization, Coordination assembly, Morphology tuning, N-heterocyclic carbene complex, Magnetic composite

Jinpeng Li, Jie Chen, Qingshu Zheng, Bo Tu, Tao Tu. Magnetic core-shell composites accessed by coordination assembly boost catalytic CO₂ valorization[J]. Chinese Journal of Catalysis, 2023, 48: 258-266.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(23)64400-6

https://www.cjcatal.com/EN/Y2023/V48/I5/258

Figures/Tables 4

Fig. 1. Fabrication of core-shell and irregular bulky NHC-M (M = Ir, Pd) coordination assemblies by encapsulating (a) and direct assembly (b) with and without Fe3O4 NPs. (Im = imidazolium ring, BenIm = benzimidazolium ring).

Fig. 2. SEM, TEM and EDX mapping images of Fe3O4@NHC-Ir 1a (a)-(g), Fe3O4@NHC-Ir 1b (h)-(n), and Fe3O4@NHC-Pd 2 (o)-(w).

Fig. 3. (a) XPS spectra of freshly prepared and recovered Fe3O4@NHC-Ir 1b, NHC-Ir 3b and bis-NHC-Ir complex 5b. (b) Magnified HAADF-TEM image of Fe3O4@NHC-Ir 1b, in which the well-dispersed white dots represented iridium single-atoms; Magnetic hysteresis loops (c) and PXRD patterns (d) of Fe3O4 NPs, Fe3O4@NHC-Ir 1a-b, and Fe3O4@NHC-Pd 2.

Fig. 4. TON for Hydrogenation of CO2 to formate (a) and N-formylation of dimethylamine salt to DMF (b) obtained by core-shell catalyst Fe3O4@NHC-Ir 1b, coordination assembly NHC-Ir 3b and bis-NHC-Ir complex 5b. (c) Reusability of Fe3O4@NHC-Ir 1b in the dehydrogenation of ammonium formate.

References

[1]	F. Zaera, Chem. Rev., 2022, 122, 8594-8757.
[2]	K. Motokura, S. Ding, K. Usui, Y. Kong, ACS Catal., 2021, 11, 11985-12018.
[3]	W. Wang, L. Cui, P. Sun, L. Shi, C. Yue, F. Li, Chem. Rev., 2018, 118, 9843-9929.
[4]	R. Zhong, A. C. Lindhorst, F. J. Groche, F. E. Kühn, Chem. Rev., 2017, 117, 1970-2058.
[5]	L.-X. Dai, Angew. Chem. Int. Ed., 2004, 43, 5726-5729.
[6]	Z. Wang, G. Chen, K. Ding, Chem. Rev., 2009, 109, 322-359.
[7]	K. Ding, Z. Wang, X. Wang, Y. Liang, X. Wang,, Chem. Eur. J., 2006, 12, 5188-5197.
[8]	Z.Wang, in: Handbook of Asymmetric Heterogeneous Catalysis, Chapter 1, K. Ding, Y. Uozumi Eds., Wiley-VCH, Weinheim, , 2008, 323-352.
[9]	Q.-H. Fan, K. Ding, Top. Organomet. Chem., 2011, 36, 207-246.
[10]	R. H. Crabtree, Chem. Rev., 2015, 115, 127-150.
[11]	L. S. Sharninghausen, B. Q. Mercado, R. H. Crabtree, D. Balcells, J. Campos, Dalton Trans., 2015, 44, 18403-18410.
[12]	L. S. Sharninghausen, J. Campos, M. G. Manas, R. H. Crabtree, Nat. Commun., 2014, 5, 5084.
[13]	J. Campos, L. S. Sharninghausen, R. H. Crabtree, D. Balcells, Angew. Chem. Int. Ed., 2014, 53, 12808-12811.
[14]	L. S. Sharninghausen, R. H. Crabtree, Isr. J. Chem., 2017, 57, 937-944.
[15]	L. Shen, Q. Zheng, Y. Liu, J. Wu, Z. Lu, T. Tu, Green Chem., 2021, 23, 5037-5042.
[16]	Z. Sun, J. Chen, T. Tu, Green Chem., 2017, 19, 789-794.
[17]	Y. Liu, Z. Sun, C. Huang, T. Tu, Chem. Asian J., 2017, 12, 355-360.
[18]	S. Yin, Q. Zheng, J. Chen, T. Tu, J. Catal., 2022, 408, 165-172.
[19]	L. Shen, Z. Chen, Q. Zheng, J. Wu, X. Xu, T. Tu, ACS Catal., 2021, 11,12833-12839.
[20]	Z. Sun, Y. Liu, J. Chen, C. Huang, T. Tu, ACS Catal., 2015, 5, 6573-6578.
[21]	J. Wang, J. Wu, Z. Chen, D. Wen, J. Chen, Q. Zheng, X. Xu, T. Tu, J. Catal., 2020, 389, 337-344.
[22]	J. Chen, J. Wu, T. Tu, ACS Sustainable Chem. Eng., 2017, 5, 11744-11751.
[23]	J. Wu, L. Shen, S. Duan, Z. Chen, Q. Zheng, Y. Liu, Z. Sun, J. H. Clark, X. Xu, T. Tu, Angew. Chem. Int. Ed., 2020, 59, 13871-13878.
[24]	Y. Zhang, J. Wang, H. Zhu, T. Tu, Chem. Asian J., 2018, 13, 3018-3021.
[25]	X. Wu, L. Huang, X. Huang, Y. Wang, C. Lu, G. Yang, Z. Chen, J. Nie, J. Mol. Catal. A, 2016, 412, 93-10.
[26]	B. Karimi, M. Vafaeezadeh, P. Akhavan, ChemCatChem, 2015, 7, 2248-2254.
[27]	B. Karimi, P. F. Akhavan, Inorg. Chem., 2011, 50, 6063-6072.
[28]	J. Choi, Y. Y. Yang, H. J. Kim, S. U. Son, Angew. Chem. Int. Ed., 2010, 49, 7718-7722.
[29]	Z. Xiong, B. Sun, H. Zou, R. Wang, Q. Fang, Z. Zhang, S. Qiu, J. Am. Chem. Soc., 2022, 144, 6583-6593.
[30]	H. Luo, Y. Kaneti, Y. Ai, Y. Wu, F. Wei, J. Fu, J. Cheng, C. Jing, B. Yuliarto, M. Eguchi, J. Na, Y. Yamauchi, S. Liu, Adv. Mater., 2021, 33, 2007318.
[31]	Q. Li, S. Razzaque, S. Jin, B. Tan, Sci. China Chem., 2017, 60, 1056-1066.
[32]	M. A. Boles, M. Engel, D. V. Talapin, Chem. Rev., 2016, 116, 11220-11289.
[33]	L. Zhang, X. Wang, T. Wang, M. Liu, Small, 2015, 11, 1025-1038.
[34]	H. Zhao, X. Li, L. Li, R. Wang, Small, 2015, 11, 3642-3647.
[35]	X. Zhang, L. Bourgeois, J. Yao, H. Wang, P. A. Webley, Small, 2007, 3, 1523-1528.
[36]	Y. Zhang, L. Yang, L. Yan, G. Wang, A. Liu, Coord. Chem. Rev., 2019, 391, 69-89.
[37]	S. Mourdikoudis, A. Kostopoulou, A. P. LaGrow, Adv. Sci., 2021, 8, 2004951.
[38]	Q. Deng, Y. Shen, H. Zhu, T. Tu, Chem. Commun., 2017, 53, 13063-13066.
[39]	R. K. Sharma, S. Dutta, S. Sharma, R. Zboril, R. S. Varma, M. B. Gawande, Green Chem., 2016, 18, 3184-3209.
[40]	R. B. N. Baig, M. N. Nadagouda, R. S. Varma, Coord. Chem. Rev., 2015, 287, 137-156.
[41]	L. M. Rossi, N. J. S. Costa, F. P. Silva, R. Wojcieszak, Green Chem., 2014, 16, 2906-2933.
[42]	S. Shylesh, V. Schünemann, W. R. Thiel, Angew. Chem. Int. Ed., 2010, 49, 3428-3459.
[43]	V. Polshettiwar, R. Luque, A. Fihri, H. Zhu, M. Bouhrara, J.-M. Basset, Chem. Rev., 2011, 111, 3036-3075.
[44]	M. Ghotbinejad, A. R. Khosropour, I. Mohammadpoor-Baltork, M. Moghadam, S. Tangestaninejad, V. Mirkhani, J. Mol. Catal. A, 2014, 385, 78-84.
[45]	F. Wang, H. Feng, H. Li, T. Miao, T. Cao, M. Zhang, Chin. Chem. Lett., 2020, 31, 1558-1563.
[46]	H. Zhao, L. Li, J. Wang, R. Wang, Nanoscale, 2015, 7, 3532-3538.
[47]	Z. Su, T. Chen, Small, 2021, 17, 2005354.
[48]	Y. Shen, Q. Zheng, H. Zhu, T. Tu, Adv. Mater., 2020, 32, 1905950.
[49]	B. Fang, J. Kim, M.-S. Kim, J.-S. Yu, Acc. Chem. Res., 2013, 46, 1397-1406.
[50]	J. Liu, Z. Sun, Y. Deng, Y. Zou, C. Li, X. Guo, L. Xiong, Y. Gao, F. Li, D. Zhao, Angew. Chem. Int. Ed., 2009, 48, 5875-5879.
[51]	D. Wei, R. Sang, P. Sponholz, H. Junge, M. Beller, Nat. Energy, 2022, 7, 438-447.
[52]	D. Wei, R. Sang, A. Moazezbarabadi, H. Junge, M. Beller, JACS Au, 2022, 2, 1020-1031.
[53]	J. Wang, X. Li, M. Wang, T. Zhang, X. Chai, J. Lu, T. Wang, Y. Zhao, D. Ma, ACS Catal., 2022, 12, 6722-6728.
[54]	N. W. Kinzel, C. Werle, W. Leitner, Angew. Chem. Int. Ed., 2021, 60, 11628-11686.
[55]	S. Chatterjee, I. Dutta, Y. Lum, Z. Lai, K.-W. Huang, Energy Environ. Sci., 2021, 14, 1194-1246.
[56]	S. Kar, M. Rauch, G. Leitus, Y. Ben-David, D. Milstein, Nat Catal., 2021, 4, 193-201.
[57]	W. Fang, H. Zhu, Q. Deng, S. Liu, X. Liu, Y. Shen, T. Tu, Synthesis, 2014, 46, 1689-1708.
[58]	R. Sun, Y. Liao, S.-T. Bai, M. Zheng, C. Zhou, T. Zhang, B. F. Sels, Energy Environ. Sci., 2021, 14, 1247-1285.
[59]	D. Cheng, M. Wang, L. Tang, Z. Gao, X. Qin, Y. Gao, D. Xiao, W. Zhou, D. Ma, Angew. Chem. Int. Ed., 2022, 61, e202202654.
[60]	Y. Shen, Q. Zheng, Z.-N. Chen, D. Wen, J H. Clark, X. Xu, T. Tu, Angew. Chem. Int. Ed., 2021, 60, 4125-4132.
[61]	X. Jiang, Z. Huang, M, Makha, C.-X. Du, D. Zhao, F. Wang, Y. Li, Green Chem., 2020, 22, 5317-5324.
[62]	X.-D. Li, S.-M. Xia, K.-H. Chen, X.-F. Liu, H.-R. Li, L.-N. He, Green Chem., 2018, 20, 4853-4858.
[63]	L. Zhang, Z. Han, X. Zhao, Z. Wang, K. Ding, Angew. Chem. Int. Ed., 2015, 54, 6186-6189.
[64]	K. Nakamae, T. Nakajima, Y. Ura, Y. Kitagawa, T. Tanase, Angew. Chem. Int. Ed., 2020, 59, 2262-2267.
[65]	M. V. Vollmer, J. Ye, J. C. Linehan, B. J. Graziano, A. Preston, E. S. Wiedner, C. C. Lu, ACS Catal., 2020, 10, 2459-2470.
[66]	S. Ding, N. Jiao, Angew. Chem. Int. Ed., 2012, 51, 9226-9237.
[67]	M. Iglesias, L. A. Oro, Chem. Soc. Rev., 2018, 47, 2772-2808.
[68]	Z. Lu, Q. Zheng, G. Zeng, Y. Kuang, J. H. Clark, T. Tu, Sci. China Chem. 2021, 64, 1361-1366.
[69]	A. Alvarez, A. Bansode, A. Urakawa, A. V. Bavykina, T. A. Wezendonk, M. Makkee, J. Gascon, F. Kapteijn, Chem. Rev., 2017, 117, 9804-9838.
[70]	J. Klankermayer, S. Wesselbaum, K. Beydoun, W. Leitner, Angew. Chem. Int. Ed., 2016, 55, 7296-7343.
[71]	D. Mellmann, P. Sponholz, H. Junge, M. Beller, Chem. Soc. Rev., 2016, 45, 3954-3988.
[72]	W-H. Wang, Y. Himeda, J. T. Muckerman, G. F. Manbeck, E. Fujita, Chem. Rev., 2015, 115, 12936-12973.
[73]	M. He, Y. Sun, B. Han, Angew. Chem. Int. Ed., 2022, 61, e202112835.
[74]	D. Wen, J. Chen, Q. Zheng, S. Yang, T. Tu, CCS Chem. 2022, Just Published. DOI: 10.31635/ccschem.022.202202233.
[75]	R. Tanaka, M. Yamashita, K. Nozaki, J. Am. Chem. Soc., 2009, 131, 14168-14169.
[76]	R. Tanaka, M. Yamashita, L. Chung, K. Morokuma, K. Nozaki, Organometallics, 2011, 30, 6742-6750.
[77]	S. Masuda, Y. Shimoji, K. Mori, Y. Kuwahara, H. Yamashita, ACS Appl. Energy Mater., 2020, 3, 5819-5829.
[78]	K. Nakajima, M. Tominaga, M. Waseda, H. Miura, T. Shishido, ACS Sustainable Chem. Eng., 2019, 7, 6522-6530.

Magnetic core-shell composites accessed by coordination assembly boost catalytic CO₂ valorization

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