Reaction of tetracyanoethylene with SCl2: new molecular rearrangements

The chloride ion catalysed addition of SCl2 to TCNE gives the dicyanomethylene-1,2,6-thiadiazine 3 as major product together with two unexpected minor products, pyrimidine 4 and pyrroloimidazothiadiazine 5, whose X-ray crystal structures are described; the products are derived from interaction of SC...

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Bibliographic Details
Published inChemical communications (Cambridge, England) no. 4; pp. 303 - 304
Main Authors Koutentis, PA, Rees, CW, White, AJP, Williams, DJ
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2000
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
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Summary:The chloride ion catalysed addition of SCl2 to TCNE gives the dicyanomethylene-1,2,6-thiadiazine 3 as major product together with two unexpected minor products, pyrimidine 4 and pyrroloimidazothiadiazine 5, whose X-ray crystal structures are described; the products are derived from interaction of SCl2 with one cyano group with neighbouring group participation by two others.
ISSN:1359-7345
1364-548X
DOI:10.1039/a909307i