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Pyramidal distortion of the NO2 group in the radical anion of 2,4,6-trimethoxynitrobenzene

  • Current NMR and EPR Spectroscopy Methods in Structural Chemistry of Complex Crystals, Glasses, Composites, and Biological Membranes
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Abstract

Electrochemical reduction in DMF is used to produce the radical anion of 2,4,6-trimethoxynitrobenzene with an EPR spectrum that shows hyperfine splitting for 15N nuclei of the nitro group and 13C nuclei of the benzene ring given the natural abundance of the isotopes. According to UB3LYP/6-31+G* quantum chemical calculations considering solvation in the PCM model, the nitro group in the equilibrium conformation of the RA of 2,4,6-trimethoxynitrobenzene is rotated relative to the benzene ring plane by an angle close to 90° and has a pyramidal structure. The calculated isotropic hyperfine coupling constants for this conformation are closest to the experimental results.

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Authors and Affiliations

  1. N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, Novosibirsk, Russia

    L. A. Shundrin

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  1. L. A. Shundrin
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Correspondence to L. A. Shundrin.

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__________

Translated from Zhurnal Strukturnoi Khimii, Vol. 54, Supplement 1, pp. S99–S103, 2013.

Original Russian Text Copyright © 2013 by L. A. Shundrin

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Shundrin, L.A. Pyramidal distortion of the NO2 group in the radical anion of 2,4,6-trimethoxynitrobenzene. J Struct Chem 54 (Suppl 1), 97–101 (2013). https://doi.org/10.1134/S0022476613070081

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  • DOI: https://doi.org/10.1134/S0022476613070081

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