Citation: Susmit Basu. High enantioselectivity in the asymmetric hydrogenation of ketones by a supported Pt nanocatalyst on a mesoporous modified MCM-41 support[J]. Chinese Journal of Catalysis, ;2015, 36(4): 634-638. doi: 10.1016/S1872-2067(14)60279-5 shu

High enantioselectivity in the asymmetric hydrogenation of ketones by a supported Pt nanocatalyst on a mesoporous modified MCM-41 support

  • Corresponding author: Susmit Basu, 
  • Received Date: 8 November 2014
    Available Online: 14 December 2014

  • Catalysts containing metal nanotubes were prepared by the adsorption of platinum metal nanotubes onto functionalized and modified silica surfaces (MCM-41 and fumed silica). (3- Chloropropyl)trimethoxysilane and cinchonidine were used for functionalization and modification, respectively. Potassium chloroplatinate was used as the metal precursor to impregnate platinum metal nanotubes on the pretreated functionalized and modified silica surfaces. The solid catalysts were characterized by ESEM, TEM, EDAX, and XPS. The MCM-41 supported platinum nanotube catalyst showed >98% to ~100% enantioselectivity towards the hydrogenation of a range of pharmaceutically important chemicals such as methyl pyruvate, ethyl pyruvate, and acetophenone with nearly full conversion.
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    1. [1]

      [1] Iijima S. Nature, 1991, 354: 56

    2. [2]

      [2] Che G L, Lakshmi B B, Martin C R, Fisher E R. Langmuir, 1999, 15: 750

    3. [3]

      [3] Li Y D, Chen J L, Ma Y M, Zhao J B, Qin Y N, Chang L. Chem Commun, 1999: 1141

    4. [4]

      [4] Zhang Y, Zhang H B, Lin G D, Chen P, Yuan Y Z, Tsai K R. Appl Catal A, 1999, 187: 213

    5. [5]

      [5] De Jong K P, Geus J W. Catal Rev-Sci Eng, 2000, 42: 481

    6. [6]

      [6] Joo S H, Choi S J, Oh I, Kwak J, Liu Z, Terasaki O, Ryoo R. Nature, 2001, 412: 169

    7. [7]

      [7] Oshima Y, Koizumi H, Mouri K, Hirayama H, Takayanagi K, Kondo Y. Phys Rev B, 2002, 65: 121401

    8. [8]

      [8] Pawelec B, La Parola V, Navarro R M, Murcia-Mascaros S, Fierro J L G. Carbon, 2006, 44: 84

    9. [9]

      [9] Corma A, Garcia H. Top Catal, 2008, 48: 8

    10. [10]

      [10] Baglio V, Di Blasi A, D'Urso C, Antonucci V, Arico A S, Ornelas R, Morales-Acosta D, Ledesma-Garcia J, Godinez L A, Arriaga L G, Alvarez-Contreras L. J Electrochem Soc, 2008, 155: B829

    11. [11]

      [11] Tu W W, Lei J P, Ju H X. Electrochem Commun, 2008, 10: 766

    12. [12]

      [12] Nath D, Banerjee P. Environ Toxicol Pharmacol, 2013, 36: 997

    13. [13]

      [13] Jiao Q Z, Hao L, Shao Q Y, Zhao Y. Carbon, 2013, 61: 647

    14. [14]

      [14] Mubarak N M, Abdullah E C, Jayakumar N S, Sahu J N. J Ind Eng Chem, 2014, 20: 1186

    15. [15]

      [15] Conley M P, Coperet C, Thieuleux C. ACS Catal, 2014, 4: 1458

    16. [16]

      [16] Zhou H J, Zou F M, Koh K, Lee J. J Biomed Nanotechnol, 2014, 10: 2921

    17. [17]

      [17] Tang Q, Zhang Q E, Jiang Y, Li J S, Zheng J, Li Y H, Yang R H, Tan W H. ACS Appl Mater Interf, 2014, 6: 13470

    18. [18]

      [18] Bousslama W, Sieber B, Elhouichet H, Gelloz B, Addad A, Ferid M. J Phys D, 2013, 46: 505104

    19. [19]

      [19] Von Bargen C D, MacDermaid C M, Lee O S, Deria P, Therien M J, Saven J G. J Phys Chem B, 2013, 117: 12953

    20. [20]

      [20] Miller J. Phys Today, 2012, 65(6): 22

    21. [21]

      [21] Lee S H, Sung J H, Park T H. Ann Biomed Eng, 2012, 40: 1384

    22. [22]

      [22] Panthani M G, Korgel B A. Annu Rev Chem Biomol Eng, 2012, 3: 287

    23. [23]

      [23] Kameta N, Masuda M, Shimizu T. Kobunshi Ronbunshu, 2010, 67: 560

    24. [24]

      [24] Chakoli A N, Wan J, Feng J T, Amirian M, Sui J H, Cai W. Appl Surf Sci, 2009, 256: 170

    25. [25]

      [25] Hochbaum A I, Fan R, He R R, Yang P D. Nano Lett, 2005, 5: 457

    26. [26]

      [26] Shin J C, Kim D Y, Lee A, Kim H J, Kim J H, Choi W J, Kim H S, Choi K J. J Cryst Growth, 2013, 372: 15

    27. [27]

      [27] Togonal A S, He L N, Cabarrocas P R I, Rusli. Langmuir, 2014, 30: 10290

    28. [28]

      [28] Kato S, Kurokawa Y, Miyajima S, Watanabe Y, Yamada A, Ohta Y, Niwa Y, Hirota M. Nanoscale Res Lett, 2013, 8: 361

    29. [29]

      [29] Basu S, Mapa M, Gopinath C S, Doble M, Bhaduri S, Lahiri G K. J Catal, 2006, 239: 154

    30. [30]

      [30] Izumi Y, Konishi K, Tsukahara M, Obaid D M, Aika K I. J Phys Chem C, 2007, 111: 10073

    31. [31]

      [31] Barbaro P, Bianchini C, Dal Santo V, Meli A, Moneti S, Pirovano C, Psaro R, Sordelli L, Vizza F. Organometallics, 2008, 27: 2809

    32. [32]

      [32] Beckers N A, Huynh S, Zhang X J, Luber E J, Buriak J M. ACS Catal, 2012, 2: 1524

    33. [33]

      [33] Kung H H, Kung M C. Catal Lett, 2014, 144: 1643

    34. [34]

      [34] Chaplin A B, Dyson P J. J Organomet Chem, 2011, 696: 2485

    35. [35]

      [35] Dal Santo V, Liguori F, Pirovano C, Guidotti M. Molecules, 2010, 15: 3829

    36. [36]

      [36] Wagner H H, Hausmann H, Hölderich W F. J Catal, 2001, 203: 150

    37. [37]

      [37] Crosman A, Hölderich W F. J Catal, 2005, 232: 43

    38. [38]

      [38] Böttcher S, Hoffmann C, Räuchle K, Reschetilowski W. ChemCatChem, 2011, 3: 741

    39. [39]

      [39] Indra A, Doble M, Bhaduri S, Lahiri G K. ACS Catal, 2011, 1: 511

    40. [40]

      [40] Török B, Balázsik K, Török M, Szöllösi G, Bartók M. Ultrason Sonochem, 2000, 7: 151

    41. [41]

      [41] Bartók M, Balázsik K, Szöllösi G, Bartók T. J Catal, 2002, 205: 168

    42. [42]

      [42] Schmidt E, Vargas A, Mallat T, Baiker A. J Am Chem Soc, 2009, 131: 12358

    43. [43]

      [43] Schmidt E, Hoxha F, Mallat T, Baiker A. J Catal, 2010, 274: 117

    44. [44]

      [44] Hoxha F, Schimmoeller B, Cakl Z, Urakawa A, Mallat T, Pratsinis S E, Baiker A. J Catal, 2010, 271: 115

    45. [45]

      [45] Beck J S, Vartuli J C, Roth W J, Leonowicz M E, Kresge C T, Schmitt K D, Chu C T W, Olson D H, Sheppard E W, McCullen S B, Higgins J B, Schlenker J L. J Am Chem Soc, 1992, 114: 10834

    46. [46]

      [46] Jyothi T M, Kaliya M L, Herskowitz M, Landau M V. Chem Commun, 2001: 992

    47. [47]

      [47] Mokaya R. Chem Commun, 2001: 1092

    48. [48]

      [48] Basu S, Paul H, Gopinath C S, Bhaduri S, Lahiri G K. J Catal, 2005, 229: 298

    49. [49]

      [49] Apai G, Lee S T, Mason M G, Gerenser L J, Gardner S A. J Am Chem Soc, 1979, 101: 6880

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