Abstract
The possibility of electrocatalysis by sulfur dioxide has been demonstrated in the trifluoromethylation of thiophenols by Freon F13B1 (CF3Br) to form trifluoromethyl aryl sulfides. A study has been made of the influence of the mediator concentration, the electronic structure of the thiophenol, and the electrolysis conditions on the course of the trifluoromethylation process.
Similar content being viewed by others
References
V. D. Pokhodenko, V. G. Koshechko, V. E. Titov, and D. V. Sednev, Teor. Éksp. Khim., 28, No. 2, 98–114 (1992).
V. D. Pokhodenko, V. G. Koshechko, V. E. Titov, et al., Extended Abstracts, 40th ISE Meeting, Kyoto, September 17–22, 1989; published in Kyoto (1989), Vol. 2, p. 905.
J.-C. Folest, J.-Y. Nedelec, and J. Perichon, J. Synth. Commun., 18, No. 13, 1491–1494 (1988).
C. P. Andrieux, L. Gelis, and J.-M. Saveant, J. Am. Chem. Soc., 112, No. 2, 786–791 (1990).
V. G. Koshechko, V. E. Titov, D. V. Sednev, and V. D. Pokhodenko, USSR Inventor's Certificate 1,684,277, IPC5 C 07 C 309/06; published October 15, 1991, Byull. No. 38.
V. N. Boiko, G. M. Shchupak, and L. M. Yagupol'skii, Zh. Org. Khim., 13, No. 5, 1057–1061 (1977).
A. E. Feiring, J. Fluorine Chem., 24, No. 2, 191–203 (1984).
V. G. Koshechko, L. A. Kiprianova, and L. I. Fileleeva, Tetrahedron Lett., 33, No. 44, 6677–6678 (1992).
C. Wakselman and M. Tordeux, J. Org. Chem., 50, No. 21, 4047–4051 (1985).
N. V. Ignat'ev, V. N. Boiko, and L. M. Yagupol'skii, Zh. Org. Khim., 21, No. 3, 653 (1985).
V. G. Koshechko, L. A. Kiprianova, and L. I. Fileleeva, Extended Abstracts, 40th ISE Meeting, Kyoto, September 17–22, 1989; published in Kyoto (1989), Vol. 2, p. 921.
N. V. Ignat'ev, S. D. Datsenko, and L. M. Yagupol'skii, Zh. Org. Khim., 27, No. 5, 905–910 (1991).
A. J. Gordon and R. A. Ford, The Chemist's Companion, Wiley, New York (1972).
Author information
Authors and Affiliations
Additional information
Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 29, No. 3, pp. 244–249, May–June, 1993.
The authors wish to express their appreciation to the State Committee of the Ukraine on Matters of Science and Technology, for financial support of this work within the scope of the Fundamental Research Fund.
Rights and permissions
About this article
Cite this article
Koshechko, V.G., Kiprianova, L.A., Fileleeva, L.I. et al. Sulfur dioxide electrocatalysis of radical-chain trifluoromethylation of thiophenols by bromotrifluoromethane. Theor Exp Chem 29, 166–169 (1994). https://doi.org/10.1007/BF00531175
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00531175