Skip to main content
Log in

Oxidative cleavage of a cyclic hemiketal in the presence of copper(II) and structural characterization of the product complex

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

Reaction of 2,3-diphenyl-2H-1,4-benzoxazin-2-ol with copper(II) nitrate in acetonitrile led to oxidative decomposition and formation of tetrakis(μ-benzoato-κ2O:O)bis(2-phenyl-1,3-benzoxazole-κN)dicopper(II) as the final product. The complex has been structurally characterized by X-ray crystallography. The presence of two unexpected ligands, 2-phenylbenzoxazole and benzoate, in the complex is attributed to the oxidative cleavage of 2,3-diphenyl-2H-1,4-benzoxazin-2-ol in the presence of copper(II) ions.

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
Scheme 2
Fig. 2
Fig. 3
Scheme 3

Similar content being viewed by others

References

  1. Hodson MP, Dear GJ, Roberts AD et al (2007) Anal Biochem 362:182

    Article  CAS  PubMed  Google Scholar 

  2. (a) Murase I (1960) Bull Chem Soc Jpn 33:59; (b) Belgodere E, Bossio R, Parrini V et al (1977) J Heterocycl Chem 14:957; (c) Belgodere E, Bossio R, Parrini V et al (1980) J Heterocycl Chem 17:1625; (d) Kavadias G, Velkof S (1981) Can J Chem 59:321

  3. (a) Moser AC, Kingsbury C, Hage DS (2006) J Pharm Biomed Anal 41:1101; (b) Tatsumi A, Kadobayashi M, Iwakawa S (2007) Biol Pharm Bull 30:826; (c) Giannini DD, Chan KK, Roberts JD (1974) Proc Natl Acad Sci USA 71:4221

    Article  CAS  PubMed  Google Scholar 

  4. Marjani K, Asgarian J, Mousavi M (2007) J Chem Res 9:548

    Article  Google Scholar 

  5. Sheldrick GM (1997) SHELEXS-97. University of Gottingen, Germany

    Google Scholar 

  6. Sheldrick GM (1997) SHELEXL-97. University of Gottingen, Germany

    Google Scholar 

  7. (a) Vinsova J (2003) Cesk Farm 52:282; (b) Sener EA, Yalcin I, Temiz O et al (1997) Farmaco 52:99; (c) Temiz O, Oren IY, Sener EA et al (1998) Farmaco 53:337; (d) Arpaci OT, Oren IY, Altanlar N (2002) Farmaco 57:337; (e) Oren IY, Yalcin I, Sener EA, Ucarturk N (2004) Eur J Med Chem 39:291

  8. Bora SJ, Sarmah P, Phukan P et al (2007) Acta Cryst C63:m392

    Google Scholar 

  9. Hong HW, Chen TM (2007) Mater Chem Phys 101:170

    Article  CAS  Google Scholar 

  10. Takunaga M, Aoyama H, Shirogane Y et al (2006) Catal Today 117:138

    Article  Google Scholar 

  11. Tauer E, Grellmann KH (1990) Chem Ber 123:1149

    Article  CAS  Google Scholar 

Download references

Acknowledgment

We are grateful to the Teacher Training University of Tehran for financial support of this work.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Mohsen Mousavi.

Electronic supplementary material

These files are unfortunately not in the Publisher's archive anymore: (CIF 21 kb)

Rights and permissions

Reprints and permissions

About this article

Cite this article

Marjani, K., Asgarian, J. & Mousavi, M. Oxidative cleavage of a cyclic hemiketal in the presence of copper(II) and structural characterization of the product complex. Transition Met Chem 33, 383–386 (2008). https://doi.org/10.1007/s11243-008-9057-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-008-9057-z

Keywords

Navigation