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Reactions of β,β′-dichlorodiethyl ether with elemental chalcogens and dimethyl dichalcogenides in the system hydrazine hydrate-base

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Abstract

β,β′-Dichlorodiethyl ether reacted with elemental selenium or tellurium, as well as with binary chalcogen mixtures (S/Se, S/Te, or Se/Te), activated in the system hydrazine hydrate-base to give oligomeric products containing oxygen and polychalcogenide fragments in the chain. Reductive cleavage of these oligomers gave rise to 3-oxapentane-1,5-dichalcogenols and their methyl derivatives. The latter were also synthesized from β,β′-dichlorodiethyl ether and the corresponding dimethyl dichalcogenides in the system hydrazine hydrate-KOH.

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Correspondence to V. Yu. Vshivtsev.

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Dedicated to Full Member of the Russian Academy of Sciences G.A. Tolstikov on his 75th Anniversary

Original Russian Text © V.Yu. Vshivtsev, E.P. Levanova, V.A. Grabel’nykh, L.V. Klyba, E.R. Zhanchipova, E.N. Sukhomazova, A.A. Tatarinova, A.I. Albanov, N.V. Russavskaya, N.A. Korchevin, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 1, pp. 50–58.

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Vshivtsev, V.Y., Levanova, E.P., Grabel’nykh, V.A. et al. Reactions of β,β′-dichlorodiethyl ether with elemental chalcogens and dimethyl dichalcogenides in the system hydrazine hydrate-base. Russ J Org Chem 44, 43–51 (2008). https://doi.org/10.1134/S1070428008010053

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  • DOI: https://doi.org/10.1134/S1070428008010053

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