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Electrochemical reduction of organic and organometallic compounds. Polarization effect in radical anions

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Abstract

Half-wave potentials of electrochemical reduction and electron affinities of X-B-RC compounds belonging to 23 reaction series depend not only on the inductive and resonance effects but also on the polarization effect of the X substituent, which was not taken into account previously. In some cases, the contribution of the polarization effect reaches 50% of the overall substituent effect. The main factors responsible for the magnitude of polarization effect in X-B-R ∸C radical anions are the natures of reaction center RC and bridging moiety B and the distance between the substituent X and reaction center RC.

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Authors and Affiliations

  1. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, ul. Tropinina 49, Nizhnii Novgorod, 603950, Russia

    O. V. Novikova, O. V. Kuznetsova & A. N. Egorochkin

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  1. O. V. Novikova
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  2. O. V. Kuznetsova
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  3. A. N. Egorochkin
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Correspondence to A. N. Egorochkin.

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Original Russian Text © O.V. Novikova, O.V. Kuznetsova, A.N. Egorochkin, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 9, pp. 1277–1284.

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Novikova, O.V., Kuznetsova, O.V. & Egorochkin, A.N. Electrochemical reduction of organic and organometallic compounds. Polarization effect in radical anions. Russ J Org Chem 43, 1269–1277 (2007). https://doi.org/10.1134/S1070428007090023

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  • DOI: https://doi.org/10.1134/S1070428007090023

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