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Universal Electrocatalytic System for Conversion of Alcohols into Carbonyl Compounds and Carboxylic Acid Functional Derivatives

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Abstract

An universal catalytic system 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxyl/KI/pyridine base for the conversion of alcohols into carbonyl compounds and derivatives of carboxylic acids is developed. The use of pyridine, 2,6-lutidine or collidine made it possible to obtain carbonyl compounds (in yield up to 100%) after passing a charge of 2–2.2 F. In the presence of pyridine, aliphatic alcohols are converted to esters (in yield up to 35%) after passing 4 F. Acid anhydrides (in yield up to 80%) are formed using 2,6-lutidine or collidine after passing 5–6 F. Nitriles were obtained (in yield up to 99%) in the presence of 2,6‑lutidine and a source of nitrogen after passing 4–4.5 F.

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ACKNOWLEDGMENTS

This paper is dedicated to the memory of our scientific supervisor and colleague Doctor of Chemistry Professor Efim Sholomovich Kagan.

Funding

This study is performed with the using of equipment of the “Nanotechnology” Equipment Sharing Center, the Platov South-Russian State Polytechnic University (NPI). This work was supported by the Russian Foundation for Basic Research, project no. 21-13-00177.

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Authors and Affiliations

  1. Platov South-Russian State Polytechnic University (NPI), 346428, Novocherkassk, Russia

    V. P. Kashparova, E. N. Shubina & D. V. Tokarev

  2. Don State Technical University, 344000, Rostov-on-Don, Russia

    E. N. Shubina, G. P. Antropov & I. Yu. Zhukova

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  1. V. P. Kashparova
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  2. E. N. Shubina
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  3. D. V. Tokarev
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  4. G. P. Antropov
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  5. I. Yu. Zhukova
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Correspondence to V. P. Kashparova or I. Yu. Zhukova.

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Translated by Yu. Pleskov

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

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Kashparova, V.P., Shubina, E.N., Tokarev, D.V. et al. Universal Electrocatalytic System for Conversion of Alcohols into Carbonyl Compounds and Carboxylic Acid Functional Derivatives. Russ J Electrochem 59, 739–751 (2023). https://doi.org/10.1134/S1023193523100063

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