Skip to main content
Log in

Organocatalytic Application of Direct Organo-Functionalized Mesoporous Catalysts Prepared by Microwave

  • Original Paper
  • Published:
Topics in Catalysis Aims and scope Submit manuscript

Abstract

The organic functional groups such as primary and quaternary amine, sulfonic acid, and amino acid, especially l-proline, have been tried to immobilize onto mesoporous materials by the direct synthesis method using microwave. Microwave induced direct functionalization enabled to get well ordered mesoporous structures and stable organic tethered groups with enhanced hydrothermal stability due to more hydrophobic surfaces as well as enhanced activity. The method is also useful for overcoming several shortcomings in the post-synthesis grafting method which suffers from pore blocking at the aperture, and difficulties in controlling the as obtained from the direct co-condensation method had their functional groups spatially loadings, as well as the dispersion of active sites. The organo-functionalized mesoporous silica dispersed on the surface which could play roles as single site catalysts. Direct tethering of organic functional groups was preferably synthesized by microwave, gave morphological control and illustrated superiority in some organocatalytic application such as Knoevenagel and Henry reactions base catalytic reaction, Claisen–Schmidt condensation, and diethyl malonate addition reactions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 1
Scheme 2
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Ahrendt KA, Borths CJ, MacMillan DWC (2000) J Am Chem Soc 122:4243

    Article  CAS  Google Scholar 

  2. Dalko PI, Moisan L (2004) Angew Chem Int Ed 43:5138

    Article  CAS  Google Scholar 

  3. Barbas CF III (2008) Angew Chem Int Ed 47:42

    Article  CAS  Google Scholar 

  4. Buckley BR (2007) PCCP 9:90

    Google Scholar 

  5. List B (2007) Chem Rev 107:5413

    Article  CAS  Google Scholar 

  6. Dalko PI (2007) Chimia 61:213

    Article  CAS  Google Scholar 

  7. Dalko PI, Moisan L (2001) Angew Chem Int Ed 40:3726

    Article  CAS  Google Scholar 

  8. Pellissier H (2007) Tetrahedron 63:9267

    Article  CAS  Google Scholar 

  9. An Z, Zhang W, Shi H, He J (2006) J Catal 241:319

    Article  CAS  Google Scholar 

  10. Chandrasekhar S, Reddy NR, Sultana SS, Narsihmulu C, Reddy KV (2006) Tetrahedron 62:338

    Article  CAS  Google Scholar 

  11. Luo S, Li J, Zhang L, Xu H, Cheng JP (2008) Chem Eur J 14:1273

    Article  CAS  Google Scholar 

  12. Hermans I, Van Deun J, Houthoofd K, Peeters J, Jacobs PA (2007) J Catal 251:204

    Article  CAS  Google Scholar 

  13. Yamaguchi Kazuya, Imago T, Ogasawara Y, Kasai J, Kotani M, Mizuno N (2006) Adv Synth Catal 348:1516

    Article  CAS  Google Scholar 

  14. Hagiwara H, Inotsume S, Fukushima M, Hoshi T, Suzuki T (2006) Chem Lett 35:926

    Article  CAS  Google Scholar 

  15. Avelino Corma HG (2006) Adv Synth Catal 348:1391

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

  17. Beck JS, Vartuli JC, Roth WJ, Leonowicz ME, Kresge CT, Schmitt KD, Chu CTW, Olson DH, Sheppard EW et al (1992) J Am Chem Soc 114:10834

    Article  CAS  Google Scholar 

  18. Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS (1992) Nature 359:710

    Article  CAS  Google Scholar 

  19. Kruk M, Jaroniec M, Ko CH, Ryoo R (2000) Chem Mater 12:1961

    Article  CAS  Google Scholar 

  20. Zhao D, Sun J, Li Q, Stucky GD (2000) Chem Mater 12:275

    Article  CAS  Google Scholar 

  21. Corriu RJP, Mehdi A, Reye C, Thieuleux C (2004) Chem Mater 16:159

    Article  CAS  Google Scholar 

  22. Yu C, Tian B, Fan J, Stucky GD, Zhao D (2001) Chem Commun 24:2726

    Article  Google Scholar 

  23. Hwang Y-K, Chang J-S, Kwon Y-U, Park S-E (2004) Microporous Mesoporous Mater 68:21

    Article  CAS  Google Scholar 

  24. Hwang Y-K, Chang J-S, Park S-E, Kim D-S, Kwon Y-U, Jhung S-H, Hwang J-S, Park M-S (2005) Angew Chem Int Ed 44:556

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  26. Sujandi, Prasetyanto EA, Lee SC, Park S-E (2008) Microporous Mesoporous Mater. doi:10.1016/j.micromeso.2008.08.035

  27. Sujandi, Prasetyanto EA, Park S-E (2008) Appl Catal A 350:244

  28. Sujandi , Park S-E, Han D-S, Han S-C, Jin M-J, Ohsuna T (2006) Chem Commun 39:4131

    Article  Google Scholar 

  29. Zhang H, Sun J, Ma D, Bao X, Klein-Hoffmann A, Weinberg G, Su D, Schlogl R (2004) J Am Chem Soc 126:7440

    Article  CAS  Google Scholar 

  30. Zhang H, Sun J, Ma D, Weinberg G, Su DS, Bao X (2006) J Phys Chem B 110:25908

    Article  CAS  Google Scholar 

  31. Saravanamurugan S, Sujandi , Prasetyanto EA, Park S-E (2008) Microporous Mesoporous Mater 112:97

    Article  CAS  Google Scholar 

  32. Mantas A, Deretey E, Ferretti FH, Estrada MR, Csizmadia IG (2000) J Mol Struct: Theochem 504:171

    Article  CAS  Google Scholar 

  33. Hsieh H-K, Lee T-H, Wang J-P, Wang J-J, Lin C-N (1998) Pharm Res 15:39

    Article  CAS  Google Scholar 

  34. Guillena G, Najera C, Ramon DJ (2007) Tetrahedron Asymm 18:2249

    Article  CAS  Google Scholar 

  35. Seayad I, List B (2005) Org Biomol Chem 3:719

    Article  CAS  Google Scholar 

  36. Li C (2004) Cat Rev Sci Eng 46:419

    Article  CAS  Google Scholar 

  37. Prasetyanto EA, Lee S-C, Jeong S-M, Park S-E (2008) Chem Commun 17:1995

    Article  Google Scholar 

  38. Knudsen KR, Mitchell CET, Ley SV (2006) Chem Commun 1:66

    Article  Google Scholar 

Download references

Acknowledgement

This work was supported by the Korea Science and Engineering Foundation (KOSEF) and funded by Korea government (MEST) (Grant Number: 36379-1).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Sang-Eon Park.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Park, SE., Prasetyanto, E.A. Organocatalytic Application of Direct Organo-Functionalized Mesoporous Catalysts Prepared by Microwave. Top Catal 52, 91–100 (2009). https://doi.org/10.1007/s11244-008-9152-6

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11244-008-9152-6

Keywords

Navigation