Skip to main content
SpringerLink
Log in

An Efficient Catalyst Based on a Metal Metalloporphyrinic Framework for Highly Selective Oxidation

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

An efficient metal–organic framework catalyst was developed with manganese tetrakis(4-carboxyphenyl)porphyrin as either bridging moiety or catalytically active sites under a hydrothermal condition. Surprisingly, the X-ray diffraction details showed that this porous network, MMPF (MMPF denotes iron-connected metal metalloporphyrinic framework) was successfully constructed with a physically flexible framework and resistance to basic solution. Accordingly, catalytic studies have demonstrated that MMPF can catalyze the selective oxidation of a variety of substrates with PhIO as oxidant in acetonitrile solution under mild temperature. More importantly, the MMPF outperformed the homogeneous Mn-TPP in catalyzing epoxidation of cyclohexene, mainly due to its high efficiency of 3D network-based nanochannel-reactor in MMPF. This gave rise to a structural resistance to formation of catalytically inactive species.

Graphical Abstract

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Shaik S, Cohen S, Wang Y, Chen H, Kumar D, Thiel W (2010) Chem Rev 110:949

    Article  CAS  Google Scholar 

  2. Costas M (2011) Coord Chem Rev 255:2912

    Article  CAS  Google Scholar 

  3. Ortiz de Montellano PR (2010) Chem Rev 110:932

    Article  CAS  Google Scholar 

  4. Kajiwara T, Higuchi M, Yuasa A, Higashimura H, Kitagawa S (2013) Chem Commun 49:10459

    Article  CAS  Google Scholar 

  5. Nepal B, Das S (2013) Angew Chem Int Ed 52:7224

    Article  CAS  Google Scholar 

  6. O’Keeffe M, Yaghi OM (2012) Chem Rev 112:675

    Article  Google Scholar 

  7. Xuan W, Zhu C, Liu Y, Cui Y (2012) Chem Soc Rev 41:1677

    Article  CAS  Google Scholar 

  8. Wang Z, Yuan S, Mason A, Reprogle B, Liu D-J, Yu L (2012) Macromolecules 45:7413

    Article  CAS  Google Scholar 

  9. Dhakshinamoorthy A, Alvaro M, Garcia H (2011) Catal Sci Technol 1:856

    Article  CAS  Google Scholar 

  10. Feng D, Gu ZY, Li JR, Jiang HL, Wei Z, Zhou HC (2012) Angew Chem Int Ed 51:10307

    Article  CAS  Google Scholar 

  11. Fateeva A, Chater PA, Ireland CP, Tahir AA, Khimyak YZ, Wiper PV, Darwent JR, Rosseinsky MJ (2012) Angew Chem Int Ed 51:7440

    Article  CAS  Google Scholar 

  12. Meng L, Cheng Q, Kim C, Gao WY, Wojtas L, Chen YS, Zaworotko MJ, Zhang XP, Ma S (2012) Angew Chem Int Ed 51:10082

    Article  CAS  Google Scholar 

  13. Zou C, Zhang T, Xie MH, Yan L, Kong GQ, Yang XL, Ma A, Wu CD (2013) Inorg Chem 52:3620

    Article  CAS  Google Scholar 

  14. Yang XL, Xie MH, Zou C, He Y, Chen B, O’Keeffe M, Wu CD (2012) J Am Chem Soc 134:10638

    Article  CAS  Google Scholar 

  15. Takaishi S, DeMarco EJ, Pellin MJ, Farha OK, Hupp JT (2013) Chem Sci 4:1509

    Article  CAS  Google Scholar 

  16. Garibay SJ, Weston MH, Mondloch JE, Colon YJ, Farha OK, Hupp JT, Nguyen ST (2013) CrystEngComm 15:1515

    Article  CAS  Google Scholar 

  17. Low JJ, Benin AI, Jakubczak P, Abrahamian JF, Faheem SA, Willis RR (2009) J Am Chem Soc 131:15834

    Article  CAS  Google Scholar 

  18. Liu J, Zhang F, Zou X, Yu G, Zhao N, Fan S, Zhu G (2013) Chem Commun 49:7430

    Article  CAS  Google Scholar 

  19. Jiang HL, Feng D, Wang K, Gu ZY, Wei Z, Chen YP, Zhou HC (2013) J Am Chem Soc 135:13934

    Article  CAS  Google Scholar 

  20. Horcajada P, Chalati T, Serre C, Gillet B, Sebrie C, Baati T, Eubank JF, Heurtaux D, Clayette P, Kreuz C, Chang JS, Hwang YK, Marsaud V, Bories PN, Cynober L, Gil S, Ferey G, Couvreur P, Gref R (2010) Nat Mater 9:172

    Article  CAS  Google Scholar 

  21. Fateeva A, Horcajada P, Devic T, Serre C, Marrot J, Greneche JM, Morcrette M, Tarascon JM, Maurin G, Ferey G (2010) Eur J Inorg Chem 2010:3789

    Article  Google Scholar 

  22. Horike S, Sugimoto M, Kongpatpanich K, Hijikata Y, Inukai M, Umeyama D, Kitao S, Seto M, Kitagawa S (2013) J Mater Chem A 1:3675

    Article  CAS  Google Scholar 

  23. Horcajada P, Salles F, Wuttke S, Devic T, Heurtaux D, Maurin G, Vimont A, Daturi M, David O, Magnier E, Stock N, Filinchuk Y, Popov D, Riekel C, Férey G, Serre C (2011) J Am Chem Soc 133:17839

    Article  CAS  Google Scholar 

  24. Chevreau H, Devic T, Salles F, Maurin G, Stock N, Serre C (2013) Angew Chem Int Ed 52:5056

    Article  CAS  Google Scholar 

  25. Fateeva A, Devautour-Vinot S, Heymans N, Devic T, Grenèche J-M, Wuttke S, Miller S, Lago A, Serre C, De Weireld G, Maurin G, Vimont A, Férey G (2011) Chem Mater 23:4641

    Article  CAS  Google Scholar 

  26. Lindsey JS, Schreiman IC, Hsu HC, Kearney PC, Marguerettaz AM (1987) J Org Chem 52:827

    Article  CAS  Google Scholar 

  27. Adler AD (1970) J Inorg Nucl Chem 32:2443

    Article  CAS  Google Scholar 

  28. de Sousa AN, de Carvalho MEMD, Idemori YM (2001) J Mol Catal A Chem 169:1

    Article  Google Scholar 

  29. Nakagaki S, Machado G, Halma M, Dossantosmarangon A, Defreitascastro K, Mattoso N, Wypych F (2006) J Catal 242:110

    Article  CAS  Google Scholar 

  30. Da Silva VS, Teixeira LI, Do Nascimento E, Idemori YM, DeFreitas-Silva G (2014) Appl Catal A Gen 469:124

    Article  Google Scholar 

  31. Horcajada P, Gref R, Baati T, Allan PK, Maurin G, Couvreur P, Férey G, Morris RE, Serre C (2011) Chem Rev 112:1232

    Article  Google Scholar 

Download references

Acknowledgments

Special thanks to Dr. Z.C. Zhang from Huaihai Institute of Technology, China for his help on analysis of crystal structure. This work was supported financially by the National “Twelfth Five-Year” Plan for Science & Technology (2012BAD32B03), the National Natural Science Foundation of China (20903048) and the Innovation Foundation in Jiangsu Province of China (BY2013015-10).

Author information

Authors and Affiliations

  1. The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, 214122, China

    Weijie Zhang, Pingping Jiang, Ying Wang & Pingbo Zhang

  2. School of Chemistry and Environmental Science, Lanzhou City University, Lanzhou, 730000, China

    Jian Zhang

Authors
  1. Weijie Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Pingping Jiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Ying Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Jian Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Pingbo Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Pingping Jiang.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 1163 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, W., Jiang, P., Wang, Y. et al. An Efficient Catalyst Based on a Metal Metalloporphyrinic Framework for Highly Selective Oxidation. Catal Lett 145, 589–595 (2015). https://doi.org/10.1007/s10562-014-1433-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-014-1433-z

Keywords

Search

Navigation