Electronic Substituent Effects of Furoxan and Furazan Systems

(Note: The full text of this document is currently only available in the PDF Version )

Roberta Fruttero, Donatella Boschi, Elisa Fornatto, Anna Serafino, Alberto Gasco and Otto Exner


Abstract

Heterocyclic systems 3-furoxanyl, 4-furoxanyl and 3-furazanyl have been characterised as substituents by their substituent constants σm, σp, σI and σR, determined from pK and 19F NMR shifts: they are strongly electron attracting but weakly conjugated.


References

  1. G. Sorba, C. Medana, R. Fruttero, C. Cena, A. Di Stilo, U. Galli and A. Gasco, J. Med. Chem., 1997, 40, 463 CrossRef CAS and references therein.
  2. R. Calvino, A. Gasco and A. Leo, J. Chem. Soc., Perkin Trans. 2, 1992, 1643 RSC.
  3. V. Všetecka, R. Fruttero, A. Gasco and O. Exner, J. Mol. Struct., 1994, 324, 277 CrossRef CAS.
  4. J. Shorter, Pure Appl. Chem., 1997, 69, 2947.
  5. R. W. Taft, E. Price, I. R. Fox, I. C. Lewis, K. K. Andersen and G. I. Davis, J. Am. Chem. Soc., 1963, 85, 709, 3146 CrossRef CAS.
Click here to see how this site uses Cookies. View our privacy policy here.