Nickel-catalyzed hydrodefluorination/deuterodefluorination of CF3-alkenes with formic acid

The synthesis of deuterated gem-difluoroalkenes via selective deuterodefluorination of beta-CF3-cinnamates using a nickel catalyst has been reported for the first time. Commercially available deuterated formic acid is a cheap and convenient deuterium source. The nickel-catalyst showed high selectivi...

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Published inChemical communications (Cambridge, England) Vol. 60; no. 51; pp. 6548 - 6551
Main Authors Yang, Peng, Yu, Haiping, Zhai, Runze, Zhou, Jianrong Steve, Tang, Bo
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 20.06.2024
Royal Society of Chemistry
Subjects
Catalysts
Chemistry
Chemistry, Multidisciplinary
Defluorination
Deuteration
Deuterium
Formic acid
Nickel
Physical Sciences
Science & Technology
FLUORINE ELIMINATION
C-F
C2-SYMMETRICAL BIS(PHOSPHOLANES)
F BOND ACTIVATION
HYDRODEFLUORINATION
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Summary:The synthesis of deuterated gem-difluoroalkenes via selective deuterodefluorination of beta-CF3-cinnamates using a nickel catalyst has been reported for the first time. Commercially available deuterated formic acid is a cheap and convenient deuterium source. The nickel-catalyst showed high selectivity for monodefluorination and avoided competitive reactions such as multiple defluorination or hydrogenation.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc00918e