Selective CF Bond Activation: Substitution of Unactivated Alkyl Fluorides using YbI3

Selective CF Bond Activation: Substitution of Unactivated Alkyl Fluorides using YbI3

F makes the break: The carbon-fluorine single bond is quite strong, thus making aliphatic CF bond scission unusually challenging. A new methodology utilizing YbI3 leads to the conversion of a CF bond into a CI bond, and is compatible with various functional groups. The reaction is exceptionally sele...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-11, Vol.52 (46), p.12073
Hauptverfasser: Traff, Annika M, Janjetovic, Mario, Ta, Linda, Hilmersson, Göran
Format: Artikel
Sprache:eng
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Zusammenfassung:F makes the break: The carbon-fluorine single bond is quite strong, thus making aliphatic CF bond scission unusually challenging. A new methodology utilizing YbI3 leads to the conversion of a CF bond into a CI bond, and is compatible with various functional groups. The reaction is exceptionally selective towards alkyl fluorides and proceeds under mild conditions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201306104