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Synthesis and structure of β-aryl-α-nitroacrylates

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On the 100th anniversary of V.V. Perekalin

Abstract

The method for preparation of ethyl α-nitrocinnamates by nitroacetic acid ester alkenylation with aromatic aldehydes in the presence of acetic acid and β-alanine has been modified. Structures of the prepared compounds have been proved by electronic, IR, 1H, and 13C-{1H} NMR spectroscopy (including heteronuclear correlation experiments 1H-13C HMQC and 1H-13C HMBC). In solution these compounds exist in the form of Z-isomer; the Z⇄E isomerization is observed in the case of the compound containing strong electron-donor group [N(CH3)2] at benzene ring.

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Authors and Affiliations

  1. Herzen State Pedagogical University of Russia, Moyka emb. 48, St. Petersburg, 191186, Russia

    R. I. Baichurin, L. V. Baichurina, N. I. Aboskalova & V. M. Berestovitskaya

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  1. R. I. Baichurin
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  2. L. V. Baichurina
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  3. N. I. Aboskalova
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  4. V. M. Berestovitskaya
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Correspondence to R. I. Baichurin.

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Original Russian Text © R.I. Baichurin, L.V. Baichurina, N.I. Aboskalova, V.M. Berestovitskaya, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 9, pp. 1547–1554.

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Baichurin, R.I., Baichurina, L.V., Aboskalova, N.I. et al. Synthesis and structure of β-aryl-α-nitroacrylates. Russ J Gen Chem 83, 1764–1770 (2013). https://doi.org/10.1134/S1070363213090223

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  • DOI: https://doi.org/10.1134/S1070363213090223

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