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Electrochemical Phosphorylation of Terminal Acetylenes

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Abstract

Electrocatalytic phosphorylation of terminal acetylenes with diarylphosphine oxides in the presence of a bpyCo(BF4)2 catalyst was first implemented under electrochemical reducing conditions with yields up to 75%. The nature of the solvent and the supporting electrolyte, the presence of oxygen and water determine the formation of certain products of the acetylenes’ phosphorylation. The varying of the above factors was carried out in order to select optimal conditions for electrosynthesis to achieve stereo- and chemo-selectivity. Voltammetric studies were used to establish redox properties of participants, to optimize processes involving the cobalt catalyst.

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ACKNOWLEDGMENTS

Authors are grateful to the Common Use Center of Federal Research Center Kazan Scientific Center, Russian Academy of Sciences, for the carried out studies.

Funding

This work was supported by the Russian Science Foundation, grant no. 22-13-00017.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia

    M. V. Tarasov, V. V. Khrizanforova, T. V. Gryaznova & Yu. H. Budnikova

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  1. M. V. Tarasov
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  2. V. V. Khrizanforova
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  3. T. V. Gryaznova
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  4. Yu. H. Budnikova
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Correspondence to M. V. Tarasov.

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Translated by Yu. Pleskov

Delivered at the 20th All-Russian Meeting “Electrochemistry of Organic Compounds” (EKhOS-2022), Novocherkassk, October 18–22, 2022.

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Tarasov, M.V., Khrizanforova, V.V., Gryaznova, T.V. et al. Electrochemical Phosphorylation of Terminal Acetylenes. Russ J Electrochem 59, 896–905 (2023). https://doi.org/10.1134/S1023193523110137

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  • DOI: https://doi.org/10.1134/S1023193523110137

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