Skip to main content
Log in

Effect of Nitrogen-Containing Bases on Oxidation of Ferrocenylboric and Ferrocenylcarboxylic Acids with Hydrogen Peroxide in Water and Water–Acetonitrile Mixed Solvent

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

The effect of triethylamine and pyridine on the kinetics and mechanism of ferrocenylboric and ferrocenylcarboxylic acids oxidation with hydrogen peroxide in water and aqueous-organic media has been studied. The addition of amines has accelerated the oxidation of ferrocenylboric acid both by hydrogen peroxide and by oxygen. Triethylamine has slowed down the oxidation of ferrocenylacetic acid and stabilized the formed zwitter-ion Fc+CH2COO. Ferrocenylcarboxylic acid has not been oxidized by H2O2. The mechanism of the reaction has been suggested.

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.

Similar content being viewed by others

References

  1. Domarle, O., Blampain, G., Agnaniet, H., Nzadiyabi, T., Lebibi, J., Brocard, J., Maciejewski, L., Biot, C., Georges, A.J., and Millet, P., Antimicrob. Agents Chemother. 1998, vol. 42, no. 3, p. 540. doi https://doi.org/10.1128/AAC.42.3.540

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. Navarro, M., Castro, W., and Biot С., Organometallics 2012, vol. 31, p. 5715. doi https://doi.org/10.1021/om300296n

    Article  CAS  Google Scholar 

  3. Biot, C. and Dive, D., Top. Organomet. Chem. 2010, vol. 32, p. 155.

    Article  CAS  Google Scholar 

  4. Biot, C., Glorian, G., Maciejewski, L.A., and Brocard, J.S., J. Med. Chem., 1997, vol. 40, p. 3715. doi https://doi.org/10.1021/jm970401y

    Article  CAS  PubMed  Google Scholar 

  5. Dubar, F., Slomianny, C., Khalife, J., Dive, D., Kalamou, H., Guеrardel, Y., Grellier, P., and Biot, C., Angew. Chem. Int. Ed. 2013, vol. 52, p. 7690. doi https://doi.org/10.1002/ange.201303690

    Article  CAS  Google Scholar 

  6. Medicinal Chemistry of Bioactive Natural Products, Liang, X.-T. and Fang, W.-S., Eds., New York: J. Wiley and Sons 2016, p. 183.

    Google Scholar 

  7. Wu, Y.-L., Chen, H.-B., Jiang, K., Li, Y., Shan, F., Wang, D.-Y., Wang, Y.-F., Wu, W.-M., Wu, Y., Yue, Z.-Y., and Zhou, C.-M., Pure Appl. Chem. 1999, vol. 71, p. 1139. 10.1351/pac199971061139

    Article  CAS  Google Scholar 

  8. Denisov, E.T. and Denisova, T.G., Kinetics and Catalysis 2013, vol. 54, no. 1, p. 1. doi https://doi.org/10.1134/S0023158413010047

    Article  CAS  Google Scholar 

  9. Denisov, E.T. and Denisova, T.G., Russ. Chem. Bull. 2010, vol. 59, no. 10, p. 1881. doi https://doi.org/10.1007/s11172-010-0328-4

    Article  CAS  Google Scholar 

  10. Fomin, V.M., Volkova, A.N., Orlova, E.A., and Zaitseva, K.S., Russ. J. Gen. Chem. 2013, vol. 83, no. 5, p. 949. doi https://doi.org/10.1134/S1070363213050125

    Article  CAS  Google Scholar 

  11. Fomin, V.M., Terekhina, A.A., and Zaitseva, K.S., Russ. J. Gen. Chem. 2013, vol. 83, no. 12, p. 2324. doi https://doi.org/10.1134/S1070363213120177

    Article  CAS  Google Scholar 

  12. Fomin, V.M., Orlova, E.A., and Zaitseva, K.S., Russ. J. Gen. Chem. 2014, vol. 84, no. 4, p. 722. doi https://doi.org/10.1134/S1070363214040215

    Article  CAS  Google Scholar 

  13. Fomin, V.M., Zaitseva, K.S., and Kozlova, A.A., Russ. J. Gen. Chem. 2014, vol. 84, no. 12, p. 2421. doi https://doi.org/10.1134/S1070363214120123

    Article  CAS  Google Scholar 

  14. Hansch, C., Leo, A., and Taft, R.W., Chem. Rev. 1991, vol. 91, no. 2, p. 165. doi https://doi.org/10.1021/cr00002a004

    Article  CAS  Google Scholar 

  15. Cotton, F. A. and Wilkinson, G., Advanced Inorganic Chemistry, New York: Wiley, 1972.

    Google Scholar 

  16. Day, M.C. and Selbin, J., Theoretical Inorganic Chemistry, Reinhold Book Corp., 1969.

    Google Scholar 

  17. Fomin, V.M. and Zaitseva, K.S., Russ. J. Phys. Chem. 2014, vol. 88, no. 3, p. 466. doi https://doi.org/10.1134/S0036024414020101

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. M. Fomin.

Additional information

Original Russian Text © V.M. Fomin, M.S. Galkina, K.S. Kochetkova, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 12, pp. 2018–2023.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Fomin, V.M., Galkina, M.S. & Kochetkova, K.S. Effect of Nitrogen-Containing Bases on Oxidation of Ferrocenylboric and Ferrocenylcarboxylic Acids with Hydrogen Peroxide in Water and Water–Acetonitrile Mixed Solvent. Russ J Gen Chem 88, 2534–2539 (2018). https://doi.org/10.1134/S1070363218120137

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363218120137

Keywords

Navigation