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A Route for Sulfuranyl Radical by an Electron Transfer from Sodium Naphthalenide to a Triarylsulfonium Salt$^1$

  • Published : 1987.06.20

Abstract

Reaction of 5-(2-thianthreniumyl)thianthrene perchlorate with sodium naphthalenide in the presence of benzenethiol in tetrahydrofuran at -$78^{\circ}C$ proceeded via a formation of a sulfuranyl radical to give thianthrene (66%), 2-phenylthiothianthrene (33%), phenyl 2-(2-thianthrenylthio)phenyl sulfide (traceable amount), and some unknowns, along with naphthalene and very small amount of 1,4-dihydronaphthalene.

Keywords

References

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Cited by

  1. Organic sulfuranyl radicals vol.11, pp.2, 1987, https://doi.org/10.1163/156856789x00032
  2. 2,3,8,9-Dibenzo-5,6-(substituted)benzo-1,4-dithio-7-azacyclonona-2,5,8-trienes. Synthesis and mechanistic study vol.34, pp.1, 1987, https://doi.org/10.1002/jhet.5570340101