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