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Nucleophilic Cleavage of the Ether Bond of Chlorex in the Chalcogenation with Diphenyl Dichalcogenides in the System Hydrazine Hydrate–KOH

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Abstract

The synthesis of unsymmetrical pincer ligands by reactions of diphenyl disulfide and diphenyl diselenide with bis(2-chloroethyl) ether in the system hydrazine hydrate–KOH was accompanied by the formation of 1,2-bis(phenylsulfanyl)ethane, 1,2-bis(phenylselanyl)ethane, and 1-(phenylselanyl)-2-(phenylsulfanyl)ethane as by-products with an overall yield of 23% as a result of nucleophilic cleavage of the C–O–C bond in the initial ether.

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ACKNOWLEDGMENTS

This study was performed using the facilities of the Baikal Joint Analytical Center, Siberian Branch, Russian Academy of Sciences.

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Correspondence to V. A. Grabelʼnykh.

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Grabelʼnykh, V.A., Bogdanova, I.N., Nikonova, V.S. et al. Nucleophilic Cleavage of the Ether Bond of Chlorex in the Chalcogenation with Diphenyl Dichalcogenides in the System Hydrazine Hydrate–KOH. Russ J Gen Chem 90, 1760–1762 (2020). https://doi.org/10.1134/S1070363220090273

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