Citation: Du Chongyang, Chen Yaofeng. ZnEt₂ Promoted Hydrosilylation of CO₂ and Formylation or Urealation of Amines with CO₂ as a C1 Building Block[J]. Acta Chimica Sinica, ;2020, 78(9): 938-944. doi: 10.6023/A20060268 shu

ZnEt₂ Promoted Hydrosilylation of CO₂ and Formylation or Urealation of Amines with CO₂ as a C1 Building Block

Du Chongyang ,
Chen Yaofeng ^,

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China

Corresponding author: Chen Yaofeng, yaofchen@mail.sioc.ac.cn
Received Date: 24 June 2020
Available Online: 7 August 2020
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21821002) and the Strategic Priority Research Program of the Chinese Academy of Sciences (No. XDB20000000)the National Natural Science Foundation of China 21821002the Strategic Priority Research Program of the Chinese Academy of Sciences XDB20000000

Figures(1)

Fixation and transformation of CO₂ are of the great importance, especially the conversion of CO₂ into valuable organic compounds catalyzed by the cheap and biocompatible metal catalysts. Zinc is an abundant, biocompatible and environmentally friendly element. ZnEt₂ is commercial available, and has been widely used as reducing or transmetalation agent in hydrocarboxylation of unsaturated hydrocarbons with CO₂. In these reactions, ZnEt₂ is generally used in stoichiometric amount or excess amout. This manuscript reports the hydrosilylation of CO₂ into methoxysilane promoted by a catalytic amount of ZnEt₂ (1.0 mol%), the ZnEt₂ promoted formylation or urealation of amines with CO₂ as a one-carbon (C1) building block is also described. The hydrosilylation of CO₂ into methoxysilane (CH₃OSi(OEt)₃) with (EtO)₃SiH as a hydrosilylation reagent is affected by CO₂ pressure, ZnEt₂ amount, reaction temperature and reaction time. Under the reaction conditions of 1.0 MPa CO₂ (the initial CO₂ pressure) and 1.0 mol% ZnEt₂, the yield of methoxysilane is up to ca. 90% after 7 h at 90℃, and no solvent is used for this reaction. In the presence of organic amine, the reaction gives formamide or urea instead of methoxysilane. Under 1.5 MPa CO₂, 1.0 mol% ZnEt₂, 2.4 equiv. (EtO)₃SiH and 100℃, a series of secondary amines, both the aromatic ones and the aliphatic ones, can be formylated into formamides. In the formylation of N-methylanilines with different substituents at para-position, the isolated yields of the formylation products are in the order of OMe≈Me>H>F>Cl≈Br>CF₃>NO₂, indicating the electron-donating group at the para-position of the N-methylanilines is benefit for the formylation reaction. When primary amines are used as the substrates, the reactions prefer to produce urea derivatives under the same reaction conditions. In the urealation reaction, the electronic effect is not as significant as that in the formylation reaction.
- ZnEt₂,
- carbon dioxidetransformation,
- hydrosilylation,
- formamides,
- ureas
1. [1]
2. [2]
  Fernández-Alvarez, F. J.; Aitani, A. M.; Oro, L. Catal. Sci. Technol. 2014, 4, 611. doi: 10.1039/C3CY00948C
3. [3]
  (a) Koinuma, H.; Kawakami, F.; Kato, H.; Hirai, H. J. Chem. Soc., Chem. Commun. 1981, 213.(b) Süss-Fink, G.; Reiner, J. Organomet. Chem. 1981, 221, C36.(c) Jansen, A.; Grls, H.; Pitter, S. Organometallics 2000, 19, 135.(d) Jansen, A.; Pitter, S. J. Mol. Catal. A:Chem. 2004, 217, 41.(e) Deglmann, P.; Ember, E.; Hofmann, P.; Pitter, S.; Walter, O. Chem.-Eur. J. 2007, 13, 2864.(f) Metsnen, T. T.; Oestreich, M. Organometallics 2015, 34, 543.
4. [4]
  (a) Eisenschmid, T. C.; Eisenberg, R. Organometallics 1989, 8, 1822.(b) Park, S.; Bézier, D.; Brookhart, M. J. Am. Chem. Soc. 2012, 134, 11404.(c) Lalrempuia, R.; Iglesias, M.; Polo, V.; Sanz Miguel, P. J.; Fernández-Alvarez, F. J.; Pérez-Torrente, J. J.; Oro, L. A. Angew. Chem., Int. Ed. 2012, 51, 12824.
5. [5]
  (a) Huckaba, A. J.; Hollis, T. K.; Reilly, S. W. Organometallics 2013, 32, 6248.(b) Itagaki, S.; Yamaguchi, K.;Mizuno, N. J. Mol. Catal. A:Chem. 2013, 366, 347.
6. [6]
  Scheuermann, M. L.; Semproni, S. P.; Pappas, I.; Chirik, P. J. Inorg. Chem. 2014, 53, 9463. doi: 10.1021/ic501901n
7. [7]
  (a) González-Sebastiaán, L.; Flores-Alamo, M.; García, J. J. Organometallics 2013, 32, 7186.(b) Ríos, P.; Curado, N.; López-Serrano, J.; Rodríguez, A. Chem. Commun. 2016, 52, 2114.(c) Singh, V.; Sakaki, S.; Deshmukh, M. M. Organometallics 2018, 37, 1258.
8. [8]
  (a) Motokura, K.; Kashiwame, D.; Miyaji, A.; Baba, T. Org. Lett. 2012, 14, 2642.(b) Motokura, K.; Kashiwame, D.; Takahashi, N.; Miyaji, A.; Baba, T. Chem.-Eur. J. 2013, 19, 10030.(c) Zhang, L.; Cheng, J.; Hou, Z. Chem. Commun. 2013, 49, 4782.(d) Gui, Y. Y.; Hu, N. F.; Chen, X. W.; Liao, L. L.; Ju, T.; Ye, J. H.; Zhang, Z.; Li, J.; Yu, D. G. J. Am. Chem. Soc. 2017, 139, 17011.
9. [9]
  (a) Mitton, S. J.; Turculet, L. Chem.-Eur. J. 2012, 18, 15258.(b) Takaya, J.; Iwasawa, N. J. Am. Chem. Soc. 2017, 139, 6074.
10. [10]
  LeBlanc, F. A.; Piers, W. E.; Parvez, M. Angew. Chem., Int. Ed. 2014, 53, 789. doi: 10.1002/anie.201309094
11. [11]
  Matsuo, T.; Kawaguchi, H. J. Am. Chem. Soc. 2006, 128, 12362. doi: 10.1021/ja0647250
12. [12]
  Bertini, F.; Glatz, M.; Stöger, B.; Peruzzini, M.; Veiros, L. F.; Kirchner, K.; Gonsalvi, L. ACS Catal. 2019, 9, 632. doi: 10.1021/acscatal.8b04106
13. [13]
  (a) Rauch, M.; Parkin, G. J. Am. Chem. Soc. 2017, 139, 18162.(b) Rauch, M.; Strater, Z.; Parkin, G. J. Am. Chem. Soc. 2019, 141, 17754.
14. [14]
  (a) Riduan, S. N.; Zhang, Y.; Ying, J. Y. Angew. Chem., Int. Ed. 2009, 48, 3322.(b) Wehmschulte, R. J.; Saleh, M.; Powell, D. R. Organometallics 2013, 32, 6812.(c) Courtemanche, M. A.; Légaré, M. A.; Rochette, É.; Fontaine, F. G. Chem. Commun. 2015, 51, 6858.(d) Chen, J.; Falivene, L.; Caporaso, L.; Cavallo, L.; Chen, E. Y. X. J. Am. Chem. Soc. 2016, 138, 5321.
15. [15]
  (a) Berkefeld, A.; Piers, W. E.; Parvez, M. J. Am. Chem. Soc. 2010, 132, 10660.(b) Jiang, Y.; Blacque, O.; Fox, T.; Berke, H. J. Am. Chem. Soc. 2013, 135, 7751.
16. [16]
  (a) Weissermel, K.; Arpe, H. J. Industrial Organic Chemistry, 3rd ed., Wiley-VCH, Weinheim, Germany, 1997(translated by Lindley, C. R.).(b) Peter, G. M. Wuts. Greene's Protective Groups in Organic Synthesis, 5th ed., Wiley-VCH, Weinheim, 2014.
17. [17]
  (a) Motokura, K.; Takahashi, N.; Kashiwame, D.; Yamaguchi, S.; Miyaji, A.; Baba, T. Catal. Sci. Technol. 2013, 3, 2392.(b) Santoro, O.; Lazreg, F.; Minenkov, Y.; Cavallo, L.; Cazin, C. S. J. Dalton Trans. 2015, 44, 18138.(c) Zhang, S.; Mei, Q. Q.; Liu, H. Y.; Liu, H. Z.; Zhang, Z. P.; Han, B. X. RSC Adv., 2016, 6, 32370.(d) Li, R. P.; Zhao, Y. F.; Li, Z. Y.; Wu, Y. Y.; Wang, J. J.; Liu, Z. M. Sci China Chem. 2019, 62, 256.
18. [18]
  (a) Molla, R. A.; Bhanja, P.; Ghosh, K.; Islam, S. S.; Bhaumik, A.; Islam, S. M. ChemCatChem 2017, 9, 1939.(b) Cui, X. J.; Zhang, Y.; Deng, Y. Q,; Shi, F. Chem. Commun. 2014, 50, 13521.(c) Luo, X. Y.; Zhang, H. Y.; Ke, Z. G.; Wu, C. L.; Guo, S. E.; Wu, Y. Y.; Yu, B.; Liu, Z. M. Sci. China Chem. 2018, 61, 725.
19. [19]
  (a) Kröcher, O.; Köppel, R. A.; Baiker, A. Chem. Commun. 1997, 453.(b) Jessop, P. G.; Hsiao, Y.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1994, 116, 8851.(c) Jessop, P. G.; Hsiao, Y.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1996, 118, 344.(d) Schmid, L.; Canonica, A.; Baiker, A. Appl. Catal. A 2003, 255, 23.(e) Munshi, P.; Heldebrant, D. J.; McKoon, E. P.; Kelly, P. A.; Tai, C. C.; Jessop, P. G. Tetrahedron Lett. 2003, 44, 2725.(f) Zhang, L.; Han, Z.; Zhao, X.; Wang, Z.; Ding, K. L. Angew. Chem. Int. Ed. 2015, 54, 6186.(g) Zhang, F. H.; Liu, C.; Li, W.; Tian, G. L.; Xie, J. H.; Zhou, Q. L. Chin. J. Chem. 2018, 36, 1000.
20. [20]
  (a) Federsel, C.; Boddien, A.; Jackstell, R.; Jennerjahn, R.; Dyson, P. J.; Scopelliti, R.; Laurenczy, G.; Beller, M. Angew. Chem. Int. Ed. 2010, 49, 9777.(b) Frogneux, X.; Jacquet O.; Cantat, T. Catal. Sci. Technol. 2014, 4, 1529.(c) Jayarathne, U.; Hazariand, N.; Bernskoetter, W. H. ACS Catal. 2018, 8, 1338.
21. [21]
  (a) Daw, P.; Chakraborty, S.; Leitus, G.; Diskin-Posner, Y.; BenDavid, Y.; Milstein, D. ACS Catal. 2017, 7, 2500.(b) Ke, Z. G.; Yang, Z. Z.; Liu, Z. H.; Yu, B.; Zhao, Y. F.; Guo, S. E.; Wu, Y. Y.; Liu, Z. M. Org. Lett. 2018, 20, 6622.
22. [22]
  (a) Itagaki, S.; Yamaguchi, K.; Mizuno, N. J. Mol. Catal. A:Chem. 2013, 366, 347.(b) Nguyen, T. V. Q.; Yoo, W. J.; Kobayashi, S. Angew. Chem. Int. Ed. 2015, 54, 9209.(c) Lam, R. H.; McQueen, C. M. A.; Pernik, I.; McBurney, R. T.; Hill, A. F.; Messerle, B. A. Green Chem. 2019, 21, 538.
23. [23]
  González-Sebastián, L.; Flores-Alamo, M.; García, M. Organometallics 2015, 34, 763. doi: 10.1021/om501176u
24. [24]
  (a) Mitsudome, T.; Urayama, T.; Fujita, S.; Maeno, Z.; Mizugaki, T.; Jitsukawa, K.; Kaneda, K. ChemCatChem 2017, 9, 3632.(b) Tang, G.; Bao, H. L.; Jin, C.; Zhong, X. H.; Du, X. L. RSC Adv. 2015, 5, 99678.
25. [25]
  (a) Fang, C.; Lu, C. L.; Liu, M. H.; Zhu, Y. L.; Fu, Y.; Lin, B. L. ACS Catal. 2016, 6, 7876.(b) Nale, D. B.; Bhanage, B. M. Synlett 2016, 27, 1413.
26. [26]
  (a) Jacquet, O.; Das Neves Gomes, C.; Ephritikhine, M.; Cantat, T. J. Am. Chem. Soc. 2012, 134, 2934.(b) Das, S.; Bobbink, F. D.; Bulut, S.; Soudani, M.; Dyson, P. J. Chem. Commun. 2016, 52, 2497.(c) Hao, L. D.; Zhao, Y. F.; Yu, B.; Yang, Z. Z.; Zhang, H. Y.; Han, B. X.; Gao, X.; Liu, Z. M. ACS Catal. 2015, 5, 4989.(d) Zhao, W. F.; Chi, X. P.; Li, H.; He, J.; Long, J. X.; Xu, Y. F.; Yang, S. Green Chem. 2019, 21, 567.(e) Liu, X. F.; Li, X. Y.; Qiao, C.; Fu, H. C.; He, L. N. Angew. Chem, Int. Ed. 2017, 56, 7425.(f) Lv, H.; Xing, Q.; Yue, C. T.; Lei Z. Q.; Li, F. W. Chem. Commun. 2016, 52, 6545.(g) Zhao, T. X.; Zhai, G. W.; Liang, J.; Li, P.; Hu X. B.; Wu, Y. T. Chem. Commun. 2017, 53, 8046.(h) Gomes, C. D. N.; Jacquet, O.; Villiers, C.; Thuéry, P.; Ephritikhine, M.; Cantat, T. Angew. Chem. Int. Ed. 2012, 51, 187.(i) Liu, X. F.; Li, X. Y.; Qiao, C.; He, L. N. Synlett 2018, 29, 548.(j) Wang, M. Y.; Wang, N.; Liu, X. F.; Qiao, C.; He, L. N. Green Chem. 2018, 20, 1564.(k) Liu, X. F.; Ma, R.; Qiao, C.; Cao H.; He, L. N. Chem. Eur. J. 2016, 22, 16489.(l) Liu, X. F.; Li, X. Y.; Qiao, C.; Fu, H. C.; He, L. N. Angew. Chem. Int. Ed. 2017, 56, 7425.
27. [27]
  Shi, F.; Zhang, Q. H.; Ma, Y. B.; He, Y.; Deng, Y. Q. J. Am. Chem. Soc. 2005, 127, 4182. doi: 10.1021/ja042207o
28. [28]
  (a) Shi, F.; Deng, Y. Q.; SiMa, T. L.; Peng, J. J.; Gu, Y. L.; Qiao, B. T. Angew. Chem. Int. Ed. 2003, 42, 3257.(b) Ion, A.; Parvulescu, V.; Jacobs, P.; Vos, D. D. Green Chem. 2007, 9, 158.
29. [29]
  Tamura, M.; Ito, K.; Nakagawa, Y.; Tomishige, K. J. Catal. 2016, 343, 75. doi: 10.1016/j.jcat.2015.11.015
30. [30]
  Jurado-Vazquez, T.; García, J. J. Catal. Lett. 2018, 148, 1162. doi: 10.1007/s10562-018-2305-8
31. [31]
  Xu, M. T.; Jupp, A. R.; Stephan, D. W. Angew. Chem. Int. Ed. 2017, 56, 14277. doi: 10.1002/anie.201708921
32. [32]
  Ogura, H.; Takeda, K.; Tokue, R.; Kobayashi, T. Synthesis 1978, 394.
33. [33]
  Cooper, C. F.; Falcone, S. J. Synth. Commun. 1995, 25, 2467. doi: 10.1080/00397919508015452
34. [34]
  Yamazaki, N.; Higashi, F.; Iguchi, T. Tetrahedron Lett. 1974, 13, 1191.
35. [35]
  Enthaler, S.; Wu, X. F. Zinc Catalysis:Applications in Organic Synthesis, Wiley-VCH, Weinheim, 2015.
36. [36]
  (a) Takimoto, M.; Mori, M. J. Am. Chem. Soc. 2002, 124, 10008.(b) Takimoto, M.; Nakamura, Y.; Kimura, K.; Mori, M. J. Am. Chem. Soc. 2004, 126, 5956.(c) Shimizu, K.; Sato, Y.; Mori, M.; Takimoto, M. Org. Lett. 2005, 7, 195.(d) Williams, C. M.; Johnson, J. B.; Rovis, T. J. Am. Chem. Soc. 2008, 130, 14936.(e) Li, S.; Yuan, W.; Ma, S. M. Angew. Chem., Int. Ed. 2011, 50, 2578.(f) Yuan, R.; Lin, Z. Organometallics 2014, 33, 7147.
37. [37]
  (a) Cheng, M.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 1998, 120, 11018.(b) Cheng, M.; Moore, D. R.; Reczek, J. J.; Chamberlain, B. M.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 2001, 123, 8738.(c) Xiao, Y. L.; Wang, Z.; Ding, K. L. Chem. Eur. J. 2005, 11, 3668.(d) Reiter, M.; Vagin, S.; Kronast, A.; Jandl, C.; Rieger, B. Chem. Sci. 2017, 8, 1876.
38. [38]
  (a) Sattler, W.; Parkin, G. J. Am. Chem. Soc. 2012, 134, 17462.(b) Khandelwal, M.; Wehmschulte, R. J. Angew. Chem., Int. Ed. 2012, 51, 7323.(c) Rit, A.; Zanardi, A.; Spaniol, T. P.; Maron, L.; Okuda, J. Angew. Chem., Int. Ed. 2014, 53, 13273.(d) Specklin, D.; Fliedel, C.; Gourlaouen, C.; Bruyere, J. C.; Avilés, T.; Boudon, C.; Ruhlmann, L.; Dagorne, S. Chem.-Eur. J. 2017, 23, 5509.(e) Specklin, D.; Hild, F.; Fliedel, C.; Gourlaouen, C.; Veiros, L. F.; Dagorne, S. Chem.-Eur. J. 2017, 23, 15908.(f) Tüchler, M.; Grtner, L.; Fischer, S.; Boese, A. D.; Belaj, F.; Msch-Zanetti, N. C. Angew. Chem. Int. Ed. 2018, 57, 6906.
39. [39]
  Jacquet, O.; Frogneux, X.; Das Neves Gomes, C.; Cantat, T. Chem. Sci. 2013, 4, 2127. doi: 10.1039/c3sc22240c
40. [40]
  Luo, R. C.; Lin, X. W.; Chen, Y. J.; Zhang, W. Y.; Zhou, X. T.; Ji, H. B. ChemSusChem 2017, 10, 1224. doi: 10.1002/cssc.201601490
41. [41]
  Feng, G. Q.; Du, C. Y.; Xiang, L.; Rosal, I. D.; Li, G. Y.; Leng, X. B.; Chen, E. Y.-X.; Maron, L.; Chen, Y. F. ACS Catal. 2018, 8, 4710. doi: 10.1021/acscatal.8b01033
42. [42]
  Du, C. Y.; Chen, Y. F. Chin. J. Chem. 2020, 38, 1057. doi: 10.1002/cjoc.202000072
43. [43]
  George, H. W. US 2530367, 1950[Chem. Abstr. 1950, 66, 790230].
44. [44]
  Dobrovetsky, R.; Stephan, D. W. Isr. J. Chem. 2015, 55, 206. doi: 10.1002/ijch.201400121
45. [45]
  Heyn, H. H. Advances in Inorganic Chemistry, Vol. 66, Eds.:Jacobs, I.; Carr, R. H., Elsevier, 2014, Chapter three, pp. 83~115.
1. [1]
  Xiaoning TANG , Shu XIA , Jie LEI , Xingfu YANG , Qiuyang LUO , Junnan LIU , An XUE . Fluorine-doped MnO₂ with oxygen vacancy for stabilizing Zn-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1671-1678. doi: 10.11862/CJIC.20240149
2. [2]
  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
3. [3]
  Jiaqi AN , Yunle LIU , Jianxuan SHANG , Yan GUO , Ce LIU , Fanlong ZENG , Anyang LI , Wenyuan WANG . Reactivity of extremely bulky silylaminogermylene chloride and bonding analysis of a cubic tetragermylene. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1511-1518. doi: 10.11862/CJIC.20240072
4. [4]
  Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
5. [5]
  Juntao Yan , Liang Wei . 2D S-Scheme Heterojunction Photocatalyst. Acta Physico-Chimica Sinica, 2024, 40(10): 2312024-. doi: 10.3866/PKU.WHXB202312024
6. [6]
  Chuanming GUO , Kaiyang ZHANG , Yun WU , Rui YAO , Qiang ZHAO , Jinping LI , Guang LIU . Performance of MnO₂-0.39IrO_x composite oxides for water oxidation reaction in acidic media. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1135-1142. doi: 10.11862/CJIC.20230459
7. [7]
  Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
8. [8]
  Endong YANG , Haoze TIAN , Ke ZHANG , Yongbing LOU . Efficient oxygen evolution reaction of CuCo₂O₄/NiFe-layered bimetallic hydroxide core-shell nanoflower sphere arrays. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 930-940. doi: 10.11862/CJIC.20230369
9. [9]
  Jie ZHAO , Sen LIU , Qikang YIN , Xiaoqing LU , Zhaojie WANG . Theoretical calculation of selective adsorption and separation of CO₂ by alkali metal modified naphthalene/naphthalenediyne. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 515-522. doi: 10.11862/CJIC.20230385
10. [10]
  Fan JIA , Wenbao XU , Fangbin LIU , Haihua ZHANG , Hongbing FU . Synthesis and electroluminescence properties of Mn²⁺ doped quasi-two-dimensional perovskites (PEA)₂Pb_yMn_1-yBr₄. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1114-1122. doi: 10.11862/CJIC.20230473
11. [11]
  Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
12. [12]
  Doudou Qin , Junyang Ding , Chu Liang , Qian Liu , Ligang Feng , Yang Luo , Guangzhi Hu , Jun Luo , Xijun Liu . Addressing Challenges and Enhancing Performance of Manganese-based Cathode Materials in Aqueous Zinc-Ion Batteries. Acta Physico-Chimica Sinica, 2024, 40(10): 2310034-. doi: 10.3866/PKU.WHXB202310034
13. [13]
  Xiaoning TANG , Junnan LIU , Xingfu YANG , Jie LEI , Qiuyang LUO , Shu XIA , An XUE . Effect of sodium alginate-sodium carboxymethylcellulose gel layer on the stability of Zn anodes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1452-1460. doi: 10.11862/CJIC.20240191
14. [14]
  Lu XU , Chengyu ZHANG , Wenjuan JI , Haiying YANG , Yunlong FU . Zinc metal-organic framework with high-density free carboxyl oxygen functionalized pore walls for targeted electrochemical sensing of paracetamol. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 907-918. doi: 10.11862/CJIC.20230431
15. [15]
  Qiuyang LUO , Xiaoning TANG , Shu XIA , Junnan LIU , Xingfu YANG , Jie LEI . Application of a densely hydrophobic copper metal layer in-situ prepared with organic solvents for protecting zinc anodes. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1243-1253. doi: 10.11862/CJIC.20240110
16. [16]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
17. [17]
  Jiao CHEN , Yi LI , Yi XIE , Dandan DIAO , Qiang XIAO . Vapor-phase transport of MFI nanosheets for the fabrication of ultrathin b-axis oriented zeolite membranes. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 507-514. doi: 10.11862/CJIC.20230403
18. [18]
  Zhihuan XU , Qing KANG , Yuzhen LONG , Qian YUAN , Cidong LIU , Xin LI , Genghuai TANG , Yuqing LIAO . Effect of graphene oxide concentration on the electrochemical properties of reduced graphene oxide/ZnS. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1329-1336. doi: 10.11862/CJIC.20230447
19. [19]
  Kai CHEN , Fengshun WU , Shun XIAO , Jinbao ZHANG , Lihua ZHU . PtRu/nitrogen-doped carbon for electrocatalytic methanol oxidation and hydrogen evolution by water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1357-1367. doi: 10.11862/CJIC.20230350
20. [20]
  Zhuo WANG , Junshan ZHANG , Shaoyan YANG , Lingyan ZHOU , Yedi LI , Yuanpei LAN . Preparation and photocatalytic performance of CeO₂-reduced graphene oxide by thermal decomposition. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1708-1718. doi: 10.11862/CJIC.20240067

Get Citation

PDF

XML

Metrics

PDF Downloads(6)
Abstract views(2565)
HTML views(233)

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

ZnEt2 Promoted Hydrosilylation of CO2 and Formylation or Urealation of Amines with CO2 as a C1 Building Block

Metrics

通讯作者: 陈斌, bchen63@163.com

ZnEt₂ Promoted Hydrosilylation of CO₂ and Formylation or Urealation of Amines with CO₂ as a C1 Building Block