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Polarographic study of heterocyclic ylids of indane-1, 3-dione

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The trend of the electrochemical reduction of derivatives of 2-(N-pyridinia)-indane-1,3-dione betaines in both anhydrous dimethylformamide (DMF) and in aqueous DMF solutions was studied by classical polarography, millicoulometry, preparative electrolysis, and cyclical voltammetry. The electrical reduction of the investigated betaines in anhydrous DMF is realized through a step involving the formation of anion radicals. In aqueous DMF solutions the C−N bond undergoes cleavage during the electrical reduction to give indan-1-on-3-ol, the structure of which was established by PMR spectroscopy and mass spectrometry.

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Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006, Riga

    V. P. Kadysh, Ya. P. Stradyn', Yu. A. Benders & O. Ya. Neiland

Authors
  1. V. P. Kadysh
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  2. Ya. P. Stradyn'
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  3. Yu. A. Benders
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  4. O. Ya. Neiland
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 369–375, March, 1980.

We thank our senior scientific co-worker É. É. Liepin'sh for interpretation of the PMR spectra.

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Kadysh, V.P., Stradyn', Y.P., Benders, Y.A. et al. Polarographic study of heterocyclic ylids of indane-1, 3-dione. Chem Heterocycl Compd 16, 278–283 (1980). https://doi.org/10.1007/PL00020571

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  • DOI: https://doi.org/10.1007/PL00020571

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