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

  • 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.
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    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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