Russian Journal of General Chemistry

, Volume 89, Issue 7, pp 1406–1408 | Cite as

Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides

  • V. V. BardinEmail author


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.


transmetalation bis(pentafluorophenyl)mercury diethylmercury diphenylmercury ethylmagnesium bromide phenylmagnesium bromide 


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  1. 1.
    Steinborn, D., Taube, R., Radeglia, R., and Hoebold, W., J. Organomet. Chem., 1981, vol. 210, no. 2, p. 139. doi CrossRefGoogle Scholar
  2. 2.
    Kharasch, M.S., Marker, R., J. Am. Chem. Soc., 1926, vol. 48, no. 12, p. 3130. doi CrossRefGoogle Scholar
  3. 3.
    Chambers, R.D., Coates, G.E., Livingstone, J.G., and Musgrave, W.K.R., J. Chem. Soc., 1962, no. 11, p. 4367. doi
  4. 4.
    Burdon, J., Coe, P.L., Fulton, M., and Tatlow, J.C., J. Chem. Soc., 1964, no. 8, p. 2673. doi
  5. 5.
    Brooke, G.M., Chambers, R.D., Heyes, J., and Musgrave, W.K.R., J. Chem. Soc., 1964, no. 2, p. 729. doi
  6. 6.
    Bardin, V.V., Magn. Res. Chem., 2018, vol. 56, no. 11, p. 1124. doi CrossRefGoogle Scholar
  7. 7.
    Evans, D.F. and Khan, M.S., J. Chem. Soc., 1967A, no. 10, p. 1643. doi
  8. 8.
    Pushkina, L.N., Stepanov, A.P., Zhukov, V.S., and Naumov, A.D., Zh. Org. Khim., 1972, vol. 8, no. 3, p. 586.Google Scholar
  9. 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 CrossRefGoogle Scholar
  10. 10.
    Nöth, H. and Wrackmeyer, B., Nuclear Magnetic Resonance Spectroscopy of Boron Compounds, Berlin: Springer, 1978, p. 129.CrossRefGoogle Scholar

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© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  1. 1.N.N. Vorozhtsov Novosibirsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesNovosibirskRussia

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