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An experimental and theoretical study of the polar [2+3] cycloaddition reactions between 1-chloro-1-nitroethene and (Z)-C-aryl-N-phenylnitrones

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Central European Journal of Chemistry

Abstract

Kinetic studies and B3LYP/6-31g(d) calculations indicate the polar nature of [2+3] cycloadditions between 1-chloro-1-nitroethene to (Z)-C-aryl-N-phenylnitrones. This is clearly confirmed by the activation parameters and the substituent and solvent effects.

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Authors and Affiliations

  1. Institute of Organic Chemistry and Technology, Cracow University of Technology, 31155, Cracow, Poland

    Radomir Jasiński, Maria Mikulska & Andrzej Barański

Authors
  1. Radomir Jasiński
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  2. Maria Mikulska
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  3. Andrzej Barański
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Corresponding author

Correspondence to Radomir Jasiński.

Additional information

Part 18 of the series ‘Conjugated Nitroalkenes in Cycloaddition Reactions’; Part 17 see Ref. [1].

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Jasiński, R., Mikulska, M. & Barański, A. An experimental and theoretical study of the polar [2+3] cycloaddition reactions between 1-chloro-1-nitroethene and (Z)-C-aryl-N-phenylnitrones. cent.eur.j.chem. 11, 1471–1480 (2013). https://doi.org/10.2478/s11532-013-0276-6

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  • DOI: https://doi.org/10.2478/s11532-013-0276-6

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