Bulletin of the Korean Chemical Society

  • 제8권3호
  • /
  • Pages.165-167
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  • 1987
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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A Route for Sulfuranyl Radical by an Electron Transfer from Sodium Naphthalenide to a Triarylsulfonium Salt$^1$

  • 발행 : 1987.06.20
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초록

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.

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참고문헌

  1. J. Org. Chem. v.29 R. J. Gritter;D. J. Carey
  2. Reactions of Organosulfur Compounds E. Block
  3. J. Am. Chem. Soc. v.91 J. W. Knapczyk;W. E. McEwen
  4. J. Am. Chem. Soc. v.93 R. W. LaRochell;B. M. Trost
  5. Chem. Pharm. Bull. v.22 M. Hori;T. Kataoka;H. Shimizu;M. Yiyagaki
  6. Chem. Pharm. Bull. v.22 M. Hori;T. Kataoka;H. Shimizu;M. Yiyagaki
  7. J. Chem. Soc. Perkin I L. Benati;P. C. Montevecchi;A. Tundo;G. Zanardi
  8. J. Am. Chem. Soc. v.57 G. Dougherty;P. D. Hammond
  9. Helv. Chim. Acta. v.48 J. Schmutz;F. Hunziker;A. Burki
  10. J. Org. Chem. v.34 Y. Murata;H. J. Shine

피인용 문헌

  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