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

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Authors and Affiliations

  1. Scientific-Research Institute of Organic Intermediates and Dyes, 103787, Moscow

    L. A. Ulanova, E. V. Pykhtina & B. V. Tolkachev

Authors
  1. L. A. Ulanova
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  2. E. V. Pykhtina
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  3. B. V. Tolkachev
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1477–1481, November, 1984.

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Ulanova, L.A., Pykhtina, E.V. & Tolkachev, B.V. EPR spectra and π-electronic structures of anion radicals of a nitro-substituted indoline spiropyran. Chem Heterocycl Compd 20, 1218–1221 (1984). https://doi.org/10.1007/BF00505710

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  • DOI: https://doi.org/10.1007/BF00505710

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