Skip to main content
SpringerLink
Log in

Crystal structure of an unsymmetrical Schiff base, immobilization of its cobalt and manganese complexes on a silica support, and catalytic studies

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

An unsymmetrical tetradentate Schiff base (H2L) was synthesized by the reaction of 3-methoxysalicylaldehyde, o-phenylenediamine, and salicylaldehyde in EtOH. H2L was characterized by single-crystallographic X-ray analysis. Its Co(II) and Mn(III) complexes ([CoL] and [MnLCl]) were prepared and immobilized on 3-aminopropyltriethoxysilane functionalized silica gel. The immobilized materials were found to be efficient catalysts for epoxidation of styrene in the presence of tert-BuOOH in acetonitrile at 40 °C. The catalysts can be reused several times without significant loss of performance.

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

Scheme 1
Scheme 2
Scheme 3
Fig. 1

Similar content being viewed by others

References

  1. Nejo AA, Kolawole GA, Opoku AR, Muller C et al (2009) J Coord Chem 62:3411

    Article  CAS  Google Scholar 

  2. Gowri S, Muthukumar M, Krishnaraj S, Viswanathamurthi P et al (2010) J Coord Chem 63:524

    Article  CAS  Google Scholar 

  3. Kleij AW (2009) Eur J Inorg Chem 2:193

    Article  Google Scholar 

  4. Kiatkowski E, Romanowski G, Nowicki W, Kiatkowski M et al (2003) Polyhedron 22:1009

    Article  Google Scholar 

  5. Tümer M, Köksal H, Serin S (1999) Trans Met Chem 24:13

    Article  Google Scholar 

  6. You ZL, Zhu HL (2004) Anorg Allg Chem 630:2754

    Article  CAS  Google Scholar 

  7. Tümer M, Köksal H, Sener MK, Serin S (1999) Trans Met Chem 24:414

    Article  Google Scholar 

  8. Samsel EG, Srinivasan K, Kochi J (1985) J Am Chem Soc 107:7606

    Article  CAS  Google Scholar 

  9. O’Reilly RK, Gibson VC, White VJP, Williams DJ (2003) J Am Chem Soc 125:450

    Google Scholar 

  10. Zhou X, Shearer J, Rokita SE (2000) J Am Chem Soc 122:9046

    Article  CAS  Google Scholar 

  11. Zhang W, Loebach JL, Wilson SR, Jacobsen EN (1990) J Am Chem Soc 112:2801

    Article  CAS  Google Scholar 

  12. Shahrokhian S, Kamalzadeh Z, Bezaatpour A, Boghaei DM (2008) Sens Actuators B Chem 133:599

    Article  Google Scholar 

  13. Salavati-Niasari M, Zamani E, Bazarganipour M (2007) Appl Clay Sci 38:9

    Article  CAS  Google Scholar 

  14. Baleizao C, Gigante B, Das D, Alvaro M et al (2004) J Catal 223:106

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

    Article  CAS  Google Scholar 

  16. Li C, Zhang HD, Jiang DM, Yang QH (2007) Chem Commun 6:547

  17. Davis ME (2002) Nature 417:813

    Article  CAS  Google Scholar 

  18. Bruker APEX2 (Version 7.23A) and SAINT (Version 7.23A) (2007) Bruker AXS Inc., Madison, Wisconsin, USA

  19. Sheldrick GM SHELXS-97 (1990) Acta Crystallogr A46:467

    Google Scholar 

  20. Sheldrick GM SHELXL-97 (1997) Universitat Göttingen

  21. Spek AL, Platon (2005) A multipurpose crystallographic tool. Utrecht University, The Netherlands, Utrecht

    Google Scholar 

  22. Marshall MA, Mottola HA (1983) Anal Chem 55:2089

    Article  CAS  Google Scholar 

  23. Li HB (2007) Acta Crystallogr E63:o972

    CAS  Google Scholar 

  24. Durran SE, Elsegood MRJ, Hammond SR, Smith MB (2007) Inorg Chem 46:2755

    Article  CAS  Google Scholar 

  25. Chohan ZH, Pervez H, Khan KM, Rauf A et al (2004) J Enzym Inhib Med Chem 19:51

    Article  CAS  Google Scholar 

  26. Deshmukh PS, Yaul AR, Bhojane JN, Aswar AS (2010) World Appl Sci J 9(11):1301

    CAS  Google Scholar 

  27. Demetgül C, Karakaplan M, Serin S, Diğrak M (2009) J Coord Chem 62(21):3544

    Article  Google Scholar 

  28. Tumer M (2007) J Coord Chem 60:2051

    Article  Google Scholar 

  29. Tumer M, Koksal H, Serin S (1999) Trans Met Chem 24:13

    Article  CAS  Google Scholar 

  30. Demetgul C, Karakaplan M, Serin S (2008) Des Mon Polym 565:11

    Google Scholar 

  31. Das P, Borah M, Sarmah C, Gogoi PK et al (2010) J Coord Chem 63:1107

    Article  CAS  Google Scholar 

  32. Das P, Silva AR, Carvalho AP, Pires J et al (2008) Colloid Surface A 329:190

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors thank the Scientific and Technological Research Council (TÜBİTAK) for financial support (Project Number 109T416). Also, the authors are grateful to Anadolu University and the Medicinal Plants and Medicine research Centre of Anadolu University, Eskişehir, Turkey, for the use of X-ray Diffractometer.

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science and Letters, Çukurova University, 01330, Adana, Turkey

    Damla Durak, Anıl Delikanlı & Selahattin Serin

  2. Department of Chemistry, Faculty of Science and Letters, Mustafa Kemal University, 31040, Hatay, Turkey

    Cahit Demetgül

  3. Department of Chemistry, Faculty of Science, Anadolu University, 26470, Eskisehir, Turkey

    İbrahim Kani

Authors
  1. Damla Durak
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Anıl Delikanlı
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Cahit Demetgül
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. İbrahim Kani
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Selahattin Serin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Cahit Demetgül.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOC 1319 kb)

Rights and permissions

Reprints and permissions

About this article

Cite this article

Durak, D., Delikanlı, A., Demetgül, C. et al. Crystal structure of an unsymmetrical Schiff base, immobilization of its cobalt and manganese complexes on a silica support, and catalytic studies. Transition Met Chem 38, 199–206 (2013). https://doi.org/10.1007/s11243-012-9678-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-012-9678-0

Keywords

Search

Navigation