Chemistry of Heterocyclic Compounds

, Volume 20, Issue 11, pp 1218–1221 | Cite as

EPR spectra and π-electronic structures of anion radicals of a nitro-substituted indoline spiropyran

  • L. A. Ulanova
  • E. V. Pykhtina
  • B. V. Tolkachev
Article
  • 38 Downloads

Abstract

Electrochemical generation was used to obtain anion radicals of 1,3,3-trimethyl-5-nitrospiro (indoline-2,2′-[2H]chromene), and their EPR spectra in acetonitrile, dimethylformamide (DMF), and dimethyl sulfoxide (DMSO) were recorded. On the basis of an analysis of the hyperfine structure (hfs) of the EPR spectra it was concluded that, as a consequence of the relatively weak interaction of the π-systems of the indoline and benzopyran fragments, cleavage of the bond between the spiro carbon atom and the oxygen atom in the pyran ring does not occur in the formation of the anion radical, and the additional unpaired electron is delocalized in the π-system of the indoline fragment of the molecule.

Keywords

Oxygen Atom Pyran Sulfoxide Dimethyl Sulfoxide Anion Radical 

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Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • L. A. Ulanova
    • 1
  • E. V. Pykhtina
    • 1
  • B. V. Tolkachev
    • 1
  1. 1.Scientific-Research Institute of Organic Intermediates and DyesMoscow

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