Advertisement

Dications from Cyclic Polythioethers

  • Hisashi Fujihara
  • Naomichi Furukawa
Part of the NATO ASI Series book series (NSSA, volume 197)

Abstract

Recently, several procedures for formation of the cation radical of 1,5-dithiacyclooctane and related compounds, and isolation of their dications have been presented.1–4 These new sulfur species are of particular interest and become attractive if one could prepare the derivatives bearing multithia centers (tri-, tetra, etc.) since their cation radicals or dications once formed could play an important role in the development of a new field in organosulfur chemistry. Clear cut examples of transannular interactions between more than three sulfur atoms in multithia compounds have been hitherto unknown, except for our recent results.6,7 This paper presents the following topics. 1. The first characterization of the crystal structure and reactivity of dithia dication salt.5 2. The first observation of transannular sulfur-sulfur bond formation of a new cyclic tris-sulfide and the isolation of its dicationic salt.6,7 3. A novel pπ-(S+−S+) interaction in a new double bond bridged dibenzodithiocin.8

Keywords

Cation Radical Sulfur Atom Sulfonium Salt Transannular Interaction Negative Potential Shift 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    K.-D. Asmus, Acc. Chem. Res. 12: 436 (1979).CrossRefGoogle Scholar
  2. 2.
    W.K. Musker, Acc. Chem. Res. 13: 200 (1980).CrossRefGoogle Scholar
  3. 3.
    R.S. Glass, M. Hojjatie, A. Petsom, G.S. Wilson, M. Göbl, S. Mahling, and K.-D. Asmus, Phosphorus and Sulfur 23: 143 (1985).Google Scholar
  4. 4.
    H. Fujihara and N. Furukawa, J. Mol. Struct. (Theochem) 186: 261 (1989).CrossRefGoogle Scholar
  5. 5 a.
    H. Fujihara, R. Akaishi, and N. Furukawa, J. Chem. Soc. Chem. Commun. 930 (1987).Google Scholar
  6. 5 b.
    F. Iwasaki, N. Toyoda, R. Akaishi, H. Fujihara, and N. Furukawa, Bull. Chem. Soc. Jpn. 61: 2563 (1988).CrossRefGoogle Scholar
  7. 5 c.
    H. Fujihara, R. Akaishi, and N. Furukawa, Chem. Lett. 709 (1988).Google Scholar
  8. 5 d.
    H. Fujihara, R. Akaishi, and N. Furukawa, Bull. Chem. Soc. Jpn. 62: 616 (1989).CrossRefGoogle Scholar
  9. 5 e.
    H. Fujihara, R. Akaishi, and N. Furukawa, J. Chem. Soc. Chem. Commun. 147 (1989).Google Scholar
  10. 6.
    H. Fujihara, J.-J. Chiu, and N. Furukawa, J. Am. Chem. Soc. 110: 1280 (1988).CrossRefGoogle Scholar
  11. 7.
    H. Fujihara, R. Akaishi, and N. Furukawa, Tetrahedron Lett. 30: 4399 (1989).CrossRefGoogle Scholar
  12. 8.
    H. Fujihara, J.-J. Chiu, and N. Furukawa, Tetrahedron Lett. 30: 2805 (1989).CrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1990

Authors and Affiliations

  • Hisashi Fujihara
    • 1
  • Naomichi Furukawa
    • 1
  1. 1.Department of ChemistryUniversity of TsukubaTsukuba, Ibaraki 305Japan

Personalised recommendations