Skip to main content
Log in

Selective catalytic oxidation of benzyl alcohol to benzaldehyde by a mononuclear oxovanadium(V) complex of a bis(phenolate) ligand containing bulky tert-butyl substituents

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

A new mononuclear complex of vanadium(V), [V(O)(bp)(OCH3)] (1) has been synthesized, where H2bp is N,N′-bis(2-hydroxy-3,5-di-tert-butylbenzyl)-N′,N′-dimethylethylene-1,2-diamine. The complex was characterized by elemental analyses, spectroscopic methods and X-ray diffraction measurement. Single-crystal X-ray diffraction structure analysis of the complex revealed that the vanadium atom is octahedrally coordinated and that the bis(phenolate) ligand (bp2−) is N2O2-bonded to the vanadium(V) center in a tetradentate dinegative fashion.

Graphical Abstract

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.

Scheme 1
Fig. 1
Fig. 2
Scheme 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Rehder D (2008) Bioinorganic vanadium chemistry. Wiley, London

    Book  Google Scholar 

  2. Maia PIS, Deflon VM, Souza EJ, Garcia E, Sousa GF (2005) Transit Met Chem 30:404–410

    Article  CAS  Google Scholar 

  3. Garg R, Saini MK, Fahmi N, Singh RV (2006) Transit Met Chem 31:362–367

    Article  CAS  Google Scholar 

  4. Maurya MR (2003) Coordin Chem Rev 237:163–181

    Article  CAS  Google Scholar 

  5. Butler A, Reedijk J, Bouwman E (1999) Bioinorganic catalysis, chap 5, 2nd edn. Marcel Dekker, New York, p 55

    Book  Google Scholar 

  6. Maurya MR, Bisht M, Kumar A, Kuznetsov ML, Avecilla F, Pessoa JC (2011) Dalton Trans 40:6968–6983

    Article  CAS  Google Scholar 

  7. Reis PM, Armando J, Silva L, Fraústo da Silva JJR, Pombeiro AJL, (2000) Chem Commun 1845–1846

  8. Hosseini-Monfared H, Bikas R, Mayer P (2010) Inorg Chim Acta 363:2574–2583

    Google Scholar 

  9. Adão P, Pessoa JC, Henriques RT, Kuznetsov ML, Avecilla F, Maurya MR, Kumar U, Correia I (2009) Inorg Chem 48:3542–3561

    Article  Google Scholar 

  10. Rosenthal ECE, Cui H, Hummert M (2008) Inorg Chem Commun 11:918–920

    Article  CAS  Google Scholar 

  11. Larock RC (1989) Comprehensive organic transformations. VCH, New York, pp 604–834

    Google Scholar 

  12. Hudlicky M (1990) Oxidations in organic chemistry. ACS monograph series, 186. American Chemical Society, Washington, DC, p 114

    Google Scholar 

  13. Lee1 C, Sedlak DL (2009) J Mol Catal A: Chem 311:1–6

    Google Scholar 

  14. Fernandes RR, Lasri J, Guedes da Silva MFC, da Silva JAL, Frausto da Silva JJR, Pombeiro AJL (2011) Appl Catal A 402:110–120

    Article  CAS  Google Scholar 

  15. Ahmad JU, Räisänen MT, Leskelä M, Repo T (2012) Appl Catal A 412:180–187

    Article  Google Scholar 

  16. Kervinen K, Korpi H, Leskelä M, Repo T (2003) J Mol Catal A: Chem 203:9–19

    Article  CAS  Google Scholar 

  17. Gao B, Wan M, Men J, Zhang Y (2012) Appl Catal A 439:156–162

    Article  Google Scholar 

  18. Missaghi MN, Galloway JM, Kung HH (2011) Appl Catal A 391:297–304

    Article  CAS  Google Scholar 

  19. Najafpour MM, Amini M, Bagherzadeh M, Boghaei DM, McKee V (2010) Transit Met Chem 35:297–303

    Article  CAS  Google Scholar 

  20. Romanowski G (2013) J Mol Catal A: Chem 368:137–144

    Article  Google Scholar 

  21. Wang Y, Wang M, Wang Y, Wang X, Wang L, Sun L (2010) J Catal 273:177–181

    Article  CAS  Google Scholar 

  22. Manyar HG, Chaure GS, Kumar A (2006) J Mol Catal A: Chem 243:244–252

    Article  CAS  Google Scholar 

  23. Paine TK, Weyhermüller T, Wieghardt K, Chaudhuri P, (2004) Dalton Trans 2092–2101

  24. Bikas R, Hosseini-Monfared H, Alami S, Pantenburg I, Meyer G (2010) Z Naturforsch 65b:1457–1461

    Google Scholar 

  25. Paine TK, Weyhermuller T, Slep LD, Neese F, Bill E, Bothe E, Wieghardt K, Chaudhuri P (2004) Inorg Chem 43:7324–7338

    Article  CAS  Google Scholar 

  26. Ahmad JU, Figiel PJ, Raisanen MT, Leskela M, Repo T (2009) App Catal A 371:17–21

    Article  CAS  Google Scholar 

  27. Key RE, Venkatasubbaiah K, Jones CW (2013) J Mol Catal A: Chem 366:1–7

    Article  CAS  Google Scholar 

  28. Li C, Zhao J, Tan R, Peng Z, Luo R, Peng M, Yin D (2011) Catal Commun 15:27–31

    Article  CAS  Google Scholar 

  29. CrysAlisPro in Xcalibur R software. Agilent Technologies, Inc., Yarnton, Oxfordshire

  30. Sheldrick GM (2008) Acta Crystallogr A64:112–122

    Google Scholar 

  31. Brandenburg K (2009) Diamond (version 3.2d), crystal, molecular structure visualization, crystal impact. K. Brandenburg and H. Putz Gbr, Bonn

  32. Pavia DL, Lampman GM, Kriz GS (2001) Introduction to spectroscopy, 3rd edn. Thomson Learning, Albany

    Google Scholar 

  33. Conley RT (1966) Infrared spectroscopy. Allyn & Bacon, Boston

    Google Scholar 

  34. Jeragh BJA, El-Dissouky A (2004) Transit Met Chem 29:579–585

    CAS  Google Scholar 

  35. Ghosh T (2006) Transit Met Chem 31:560–565

    Article  CAS  Google Scholar 

  36. Allen FH (2002) Acta Cryst B58:380–388

    Article  CAS  Google Scholar 

  37. Marcus Y, Rydberg J, Musikas C, Choppin GR (1992) Principles and practices of solvent extraction. Marcel Dekker, New York, p 23

    Google Scholar 

  38. Huheey JE (1983) Inorganic chemistry, 3rd edn. Harper International SI Edition, Cambridge, p 340

    Google Scholar 

Download references

Acknowledgments

We acknowledge the University of Zanjan for funding this research work. R. Bikas thanks to the Ministry of Science, Research and Technology of the I.R. Iran for scholarship No. 213631.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Nader Noshiranzadeh.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOC 1342 kb)

Rights and permissions

Reprints and permissions

About this article

Cite this article

Noshiranzadeh, N., Mayeli, M., Bikas, R. et al. Selective catalytic oxidation of benzyl alcohol to benzaldehyde by a mononuclear oxovanadium(V) complex of a bis(phenolate) ligand containing bulky tert-butyl substituents. Transition Met Chem 39, 33–39 (2014). https://doi.org/10.1007/s11243-013-9769-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-013-9769-6

Keywords

Navigation