Skip to main content
Log in

Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides

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

Abstract

The reactions of pentafluorophenylmercury derivatives with organomagnesium compounds have been studied. The interaction of pentafluorophenylmercury chloride with RMgBr (R = Et, Ph) has afforded diphenyl- and diethylmercury or phenylmercury chloride, besides the expected product (C6F5HgR). The results have been explained by the transmetalation of C6F5HgR with the Grignard reagent, followed by the reaction of the resulting C6F5MgX (X = Br, C6F5) with pentafluorophenylmercury chloride. Transmetalation of (C6F5)2Hg with organylmagnesium bromides has led to the formation of C6F5MgX and R2Hg.

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. Steinborn, D., Taube, R., Radeglia, R., and Hoebold, W., J. Organomet. Chem., 1981, vol. 210, no. 2, p. 139. doi https://doi.org/10.1016/S0022-328X(00)82227-5

    Article  CAS  Google Scholar 

  2. Kharasch, M.S., Marker, R., J. Am. Chem. Soc., 1926, vol. 48, no. 12, p. 3130. doi https://doi.org/10.1021/ja01691a018

    Article  CAS  Google Scholar 

  3. Chambers, R.D., Coates, G.E., Livingstone, J.G., and Musgrave, W.K.R., J. Chem. Soc., 1962, no. 11, p. 4367. doi https://doi.org/10.1039/JR9620004367

  4. Burdon, J., Coe, P.L., Fulton, M., and Tatlow, J.C., J. Chem. Soc., 1964, no. 8, p. 2673. doi https://doi.org/10.1039/JR9640002673

  5. Brooke, G.M., Chambers, R.D., Heyes, J., and Musgrave, W.K.R., J. Chem. Soc., 1964, no. 2, p. 729. doi https://doi.org/10.1039/JR9640000729

  6. Bardin, V.V., Magn. Res. Chem., 2018, vol. 56, no. 11, p. 1124. doi https://doi.org/10.1002/mrc.4755

    Article  CAS  Google Scholar 

  7. Evans, D.F. and Khan, M.S., J. Chem. Soc., 1967A, no. 10, p. 1643. doi https://doi.org/10.1039/J19670001643

  8. Pushkina, L.N., Stepanov, A.P., Zhukov, V.S., and Naumov, A.D., Zh. Org. Khim., 1972, vol. 8, no. 3, p. 586.

    CAS  Google Scholar 

  9. Pushkina, L.N., Stepanov, A.P., Zhukov, V.S., and Naumov, A.D., Org. Magn. Res., 1972, vol. 4, no. 5, p. 607. doi https://doi.org/10.1002/mrc.1270040503

    Article  CAS  Google Scholar 

  10. Nöth, H. and Wrackmeyer, B., Nuclear Magnetic Resonance Spectroscopy of Boron Compounds, Berlin: Springer, 1978, p. 129.

    Book  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. V. Bardin.

Additional information

Russian Text © The Author(s), 2019, published in Zhurnal Obshchei Khimii, 2019, Vol. 89, No. 7, pp. 1047–1050.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Bardin, V.V. Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides. Russ J Gen Chem 89, 1406–1408 (2019). https://doi.org/10.1134/S1070363219070090

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363219070090

Keywords

Navigation