New approaches to synthesis of unsaturated organochalcogen compounds with two different chalcogen atoms

Two approaches to synthesis of bis-chalcogenyl derivatives of propene with two different chalcogen atoms are proposed. Reaction of 2,3-dichloro-1-propene with two different chalcogen nucleophiles PhY − (Y = S, Se) results in a mixture of two products with two identical chalcogen atoms and two produc...

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Veröffentlicht in:	Russian journal of general chemistry 2014-11, Vol.84 (11), p.2130-2137
Hauptverfasser:	Levanova, E. P., Vakhrina, V. S., Grabel’nykh, V. A., Rozentsveig, I. B., Russavskaya, N. V., Albanov, A. I., Sanzheeva, E. R., Korchevin, N. A.
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Schlagworte:	Chemistry Chemistry and Materials Science Chemistry/Food Science
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creator	Levanova, E. P. Vakhrina, V. S. Grabel’nykh, V. A. Rozentsveig, I. B. Russavskaya, N. V. Albanov, A. I. Sanzheeva, E. R. Korchevin, N. A.
description	Two approaches to synthesis of bis-chalcogenyl derivatives of propene with two different chalcogen atoms are proposed. Reaction of 2,3-dichloro-1-propene with two different chalcogen nucleophiles PhY − (Y = S, Se) results in a mixture of two products with two identical chalcogen atoms and two products with different ones. The reactivity of PhY − anions under the reaction conditions (60°C) practically does not depend on the Y nature. Reaction of anions RY − (Y = S, Se, Te) with the products of the reaction of 2,3-dichloro-1-propene and organic chalcogenides in the hydrazine hydrate-alkali medium affords the target unsaturated chalcogen-containing compounds with two different chalcogen atoms, 1,2-bis(organylchalcogenyl) propenes in up to 73% yield.
doi_str_mv	10.1134/S1070363214110152
format	Article
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P. ; Vakhrina, V. S. ; Grabel’nykh, V. A. ; Rozentsveig, I. B. ; Russavskaya, N. V. ; Albanov, A. I. ; Sanzheeva, E. R. ; Korchevin, N. A.</creator><creatorcontrib>Levanova, E. P. ; Vakhrina, V. S. ; Grabel’nykh, V. A. ; Rozentsveig, I. B. ; Russavskaya, N. V. ; Albanov, A. I. ; Sanzheeva, E. R. ; Korchevin, N. A.</creatorcontrib><description>Two approaches to synthesis of bis-chalcogenyl derivatives of propene with two different chalcogen atoms are proposed. Reaction of 2,3-dichloro-1-propene with two different chalcogen nucleophiles PhY − (Y = S, Se) results in a mixture of two products with two identical chalcogen atoms and two products with different ones. The reactivity of PhY − anions under the reaction conditions (60°C) practically does not depend on the Y nature. Reaction of anions RY − (Y = S, Se, Te) with the products of the reaction of 2,3-dichloro-1-propene and organic chalcogenides in the hydrazine hydrate-alkali medium affords the target unsaturated chalcogen-containing compounds with two different chalcogen atoms, 1,2-bis(organylchalcogenyl) propenes in up to 73% yield.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S1070363214110152</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science</subject><ispartof>Russian journal of general chemistry, 2014-11, Vol.84 (11), p.2130-2137</ispartof><rights>Pleiades Publishing, Ltd. 2014</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c240t-95d520d3318c284bf993a7a62163f664c85afbe195c70593bba7358127c634c23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070363214110152$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070363214110152$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Levanova, E. 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The reactivity of PhY − anions under the reaction conditions (60°C) practically does not depend on the Y nature. 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Reaction of anions RY − (Y = S, Se, Te) with the products of the reaction of 2,3-dichloro-1-propene and organic chalcogenides in the hydrazine hydrate-alkali medium affords the target unsaturated chalcogen-containing compounds with two different chalcogen atoms, 1,2-bis(organylchalcogenyl) propenes in up to 73% yield.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070363214110152</doi><tpages>8</tpages></addata></record>
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title	New approaches to synthesis of unsaturated organochalcogen compounds with two different chalcogen atoms
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