Abstract
A method of synthesis of functionally substituted sulfides by cathode electrolysis of thiols on platinum or carbon glass electrodes in the presence of organyl halides was developed. The method of the rotating disk electrode with ring showed that this process passes through the intermediate formation of a thiolate anion on the cathode, and its reaction with the organyl halide results in a high yield of sulfides.
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E. E. Reid, Organic Chemistry of Bivalent Sulfur, Vol. 2, Chem. Publ. Co. (1960), pp. 106, 110, 125, 126, 338; Vol. 3, p. 204.
J. K. Howie, J. J. Houts, and D. T. Sawyer, J. Am. Chem. Soc,99, No. 19, 6323 (1977).
V. A. Petrosyan, M. E. Niyazymbetov, T. K. Baryshnikova, and V. A. Dorokhov, Dokl. Akad. Nauk SSSR,302, No. 4, 852 (1988).
A. V. Bukhtiyarov, V. V. Mikheev, A. V. Lebedev, et al., Zh. Obshch. Khim.,58, No. 3, 684 (1989).
L. N. Nekrasov, in: Polarography. Problems and Prospects [in Russian], Ya. P. Stradyn' and S. G. Mairanovskii (eds.), Zinatne, Riga (1977), p. 350.
Yu. V. Pleskov and V. Yu. Filinovskii, The Rotating Disk Electrode [in Russian], Nauka, Moscow (1972), p. 299.
P. C. B. Page, S. S. Klair, M. P. Brown, et al., Tetrahedron Lett.,29, No. 35, 4477 (1988).
M. Ya. Khorlina, I. A. Shvarts, V. I. Dostovalova, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., No. 9, 2012 (1972).
D. L. Ransley, US Patent No. 3,315,000, Chem. Abstr.,67, 99644 f (1967).
H. Moeller and S. Wallat, FRG Patent No. 3,121,072, Chemical Abstracts,98, 143134 f (1983).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1605–1609, July, 1990.
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Niyazymbetov, M.E., Petrosyan, V.A., Konyushkin, L.D. et al. Electrochemical synthesis of functionally substituted sulfides. Russ Chem Bull 39, 1454–1457 (1990). https://doi.org/10.1007/BF00957858
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DOI: https://doi.org/10.1007/BF00957858