Article ID Journal Published Year Pages File Type
1326300 Journal of Organometallic Chemistry 2009 4 Pages PDF
Abstract

A synthesis of novel selenium heterocycles based on the reaction of selenium dichloride with divinyl sulfide has been described. At −50 °C the reaction affords 2,6-dichloro-1,4-thiaselenane in quantitative yield. At room temperature the reaction gives 2,6-dichloro-1,4-thiaselenane and 5-chloro-2-chloromethyl-1,3-thiaselenolane. Upon standing in chloroform solution, 2,6-dichloro-1,4-thiaselenane undergoes spontaneous rearrangement to 5-chloro-2-chloromethyl-1,3-thiaselenolane. Under the action of pyridine, 2,6-dichloro-1,4-thiaselenane is converted to 2-chloromethyl-1,3-thiaselenole in 95% yield.

Graphical abstractA synthesis of novel selenium heterocycles based on the reaction of selenium dichloride with divinyl sulfide has been described. At −50 °C the reaction gives 2,6-dichloro-1,4-thiaselenane in quantitative yield. Upon standing in chloroform solution, 2,6-dichloro-1,4-thiaselenane undergoes spontaneous rearrangement to 5-chloro-2-chloromethyl-1,3-thiaselenolane. Under action of pyridine, 2,6-dichloro-1,4-thiaselenane is converted to 2-chloromethyl-1,3-thiaselenole in 95% yield.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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