( E , Z )-1,1,1,4,4,4-Hexafluorobut-2-enes: hydrofluoroolefins halogenation/dehydrohalogenation cascade to reach new fluorinated allene

A series of 2,3-dihalo-1,1,1,4,4,4-hexafluorobutanes and 2-halo-1,1,1,4,4,4-hexafluorobut-2-enes were prepared from commercially available hydrofluoroolefins 1,1,1,4,4,4-hexafluorobut-2-enes and their H, F and C chemical shifts measured. Some reactions of synthesized 2-halo-1,1,1,4,4,4-hexafluorobut...

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Published inBeilstein journal of organic chemistry Vol. 20; no. 1; pp. 452 - 459
Main Authors Kirij, Nataliia V, Filatov, Andrey A, Yagupolskii, Yurii L, Peng, Sheng, Sprague, Lee
Format Journal Article
LanguageEnglish
Published Germany Beilstein-Institut 2024
Subjects
1,1,1,4,4,4-hexafluorobut-2-enes
allenes
Chemistry
dehydrohalogenation
Full Research Paper
halogenation
isomerization
allenes
halogenation
1,1,1,4,4,4-hexafluorobut-2-enes
dehydrohalogenation
isomerization
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Summary:A series of 2,3-dihalo-1,1,1,4,4,4-hexafluorobutanes and 2-halo-1,1,1,4,4,4-hexafluorobut-2-enes were prepared from commercially available hydrofluoroolefins 1,1,1,4,4,4-hexafluorobut-2-enes and their H, F and C chemical shifts measured. Some reactions of synthesized 2-halo-1,1,1,4,4,4-hexafluorobut-2-enes have been investigated. A simple, one-pot procedure for the preparation of a new allene (1,1,4,4,4-pentafluorobuta-1,2-diene) and some of its transformations is presented.
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ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.20.40