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Heterogeneous transfer hydrogenation over mesoporous SBA-15 co-modified by anionic sulfonate and cationic Ru(III) complex

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Abstract

Via ion-pair electrostatic interactions with sulfonate anions, the phosphine-ligated Ru(III) complex cations of [RuIIICl4(L)2]+ (L = 1-butyl-2-(diphenylphosphino)-3-methylimidazolium) were successfully immobilized into a sulfonated SBA-15 framework, leading to the formation of the cationic Ru(III) complex and anionic sulfonate co-modified SBA-15 material (referred to as Ru-SO3-SBA-15). This material was characterized by powder X-ray diffraction (PXRD), transmission electron microscopy (TEM), N2 adsorption–desorption isotherms, FT–IR, and elemental analysis techniques. As a heterogeneous catalyst, Ru-SO3-SBA-15 exhibited comparable activity and selectivity to the parent homogeneous catalyst [RuIIICl4(L)2]PF6 in transfer hydrogenation of ketones. However, as a result of the limited durability of Ru-SO3-SBA-15 in strongly alkaline environments at high temperature, the activity of Ru-SO3-SBA-15 could not be maintained during subsequent recycled uses.

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References

  1. Suteewong T, Sai H, Bradbury M, Estroff LA, Gruner SM, Wiesner U (2012) Chem Mater 24:3895

    Article  CAS  Google Scholar 

  2. Crudden CM, Sateesh M, Lewis R (2005) J Am Chem Soc 127:10045

    Article  CAS  Google Scholar 

  3. Zhang SY, Liu QH, Shen M, Hu BW, Chen Q, Li HX, Amoureux JP (2012) Dalton Trans 41:4692

    Article  CAS  Google Scholar 

  4. Heitbaum M, Glorius F, Escher I (2006) Angew Chem Int Ed 45:4732

    Article  CAS  Google Scholar 

  5. Liu GH, Wang JY, Huang TZ, Liang XH, Zhang YL, Li HX (2010) J Mater Chem 20:1970

    Article  CAS  Google Scholar 

  6. Tao Y, Kanoh H, Abrams L, Kaneko K (2006) Chem Rev 106:896

    Article  CAS  Google Scholar 

  7. Stein A, Melde BJ, Schroden RC (2000) Adv Mater 12:1403

    Article  CAS  Google Scholar 

  8. Sayari A, Hamoudi S (2001) Chem Mater 13:3151

    Article  CAS  Google Scholar 

  9. Wight AP, Davis ME (2002) Chem Rev 102:3589

    Article  CAS  Google Scholar 

  10. Reichhardt NV, Nylander T, Klosgen B, Alfredsson V, Kocherbitov V (2011) Langmuir 27:13838

    Article  CAS  Google Scholar 

  11. Colilla M, Barba II, Salcedo SS, Fierro JLG, Hueso JL, Regi MV (2010) Chem Mater 22:6459

    Article  CAS  Google Scholar 

  12. Kadib AE, Hesemann P, Molvinger K, Brandner J, Biolley C, Gaveau P, Moreau JJE, Brunel D (2009) J Am Chem Soc 131:2882

    Article  Google Scholar 

  13. Zhang J, Zhao GF, Popović Z, Liu Y, Lu Y (2010) Mater Res Bull 45:1648

    Article  Google Scholar 

  14. Hicks JC, Brooke A, Mullis BA, Christopher W, Jones CW (2007) J Am Chem Soc 129:8426

    Article  CAS  Google Scholar 

  15. Reddy SS, Raju BD, Kumar VS, Padmasri AH, Narayanan S, Rao KSR (2007) Catal Commun 8:261

    Article  CAS  Google Scholar 

  16. Karam A, Alonso JC, Gerganova TI, Ferreira P, Bion N, Barrault J, Jérôme F (2009) Chem Commun 7000

  17. Alvaro M, Corma A, Das D, Fornés V, García H (2004) Chem Commun 956

  18. Walcarius A, Etienne M, Lebeau B (2003) Chem Mater 15:2161

    Article  CAS  Google Scholar 

  19. Bahrami K, Khodaei MM, Fattahpour P (2011) Catal Sci Technol 1:389

    Article  CAS  Google Scholar 

  20. Zeidan RK, Hwang SJH, Davis ME (2006) Angew Chem 118:6480

    Article  Google Scholar 

  21. Hamoudi S, Kaliaguine S (2003) Microporous Mesoporous Mater 59:195

    Article  CAS  Google Scholar 

  22. Ganesan V, Walcarius A (2004) Langmuir 20:3632

    Article  CAS  Google Scholar 

  23. Park S, Kim TJ, Chung YM, Oh SH, Song IK (2009) Catal Lett 130:296

    Article  CAS  Google Scholar 

  24. Despas C, Walcarius A, Bessiere J (1999) Langmuir 15:3186

    Article  CAS  Google Scholar 

  25. Walcarius A, Bessiere J (1999) Chem Mater 11:3009

    Article  CAS  Google Scholar 

  26. Fernández FE, Puerta MC, Valerga P (2012) Organometallics 31:6868

    Article  Google Scholar 

  27. Johnson TC, Totty WG, Wills M (2012) Org Lett 14:5230

    Article  CAS  Google Scholar 

  28. Noffke AL, Habtemariam A, Pizarro AM, Sadler PJ (2012) Chem Commun 48:5219

    Article  CAS  Google Scholar 

  29. Zhou C, Zhang J, Đaković M, Popović Z, Zhao X, Liu Y (2012) Eur J Inorg Chem 3435

  30. Park S, Kim TJ, Chung YM, Oh SH, Song IK (2009) Catal Lett 130:296

    Article  CAS  Google Scholar 

  31. Stuart B (2004) Infrared spectroscopy: fundamentals and applications. Wiley, Chichester, p 242

    Book  Google Scholar 

  32. Muhammad A, Ahmad ZA (2011) J Appl Sci 11:3510

    Article  Google Scholar 

  33. Lin BS, Fang NG, Yuan C, Jing Y, Ying W, Jian HZ (2008) J Phys Chem C 112:4978

    Article  Google Scholar 

  34. Lin BS, Jia HK, Yuan C, Jing Y, Fang NG, Ying W, Jian HZ, Zhi GZ (2008) Inorg Chem 47:4199

    Article  Google Scholar 

  35. Margolese D, Melero JA, Christiansen SC, Chmelka BF, Stucky GD (2000) Chem Mater 12:2448

    Article  CAS  Google Scholar 

  36. Yuan XD, Shen J, Li GH, Zhou JL, Kim JM, Park SE (2003) Chin J Catal 2:24

    Google Scholar 

  37. Saikia L, Srinivas D, Ratnasamy P (2006) Appl Catal A Gen 309:144

    Article  CAS  Google Scholar 

  38. Ogo S, Abura T, Watanabe Y (2002) Organometallics 21:2964

    Article  CAS  Google Scholar 

  39. Liu PN, Gu PM, Wang F, Tu YQ (2004) Org Lett 6:2

    Google Scholar 

  40. Touge T, Hakamata T, Nara H, Kobayashi T, Sayo N, Saito T, Kayaki Y, Ikariya T (2011) J Am Chem Soc 133:14960

    Article  CAS  Google Scholar 

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Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (Nos. 21273077 and 21076083), and 973 Program from the Ministry of Science and Technology of China (2011CB201403).

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Authors and Affiliations

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University, Shanghai, 200062, China

    Sheng-Jie Chen, Hong-Xing You & Ye Liu

  2. UMR 8182, Bat. 420, Université Paris-Sud 11, Orsay Cedex, France

    Giang Vo-Thanh

Authors
  1. Sheng-Jie Chen
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  2. Hong-Xing You
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  3. Giang Vo-Thanh
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  4. Ye Liu
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Correspondence to Ye Liu.

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Chen, SJ., You, HX., Vo-Thanh, G. et al. Heterogeneous transfer hydrogenation over mesoporous SBA-15 co-modified by anionic sulfonate and cationic Ru(III) complex. Monatsh Chem 144, 851–858 (2013). https://doi.org/10.1007/s00706-012-0889-z

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