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Issue 73, 2019
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Transition metal-free hydrodefluorination of acid fluorides and organofluorines by Ph3GeH promoted by catalytic [Ph3C][B(C6F5)4]

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Abstract

It has been shown that the germane Ph3GeH converts aryl and aliphatic acid fluorides directly to their corresponding aldehydes without over-reduction via the conversion of Ph3GeH to the germylium cation [Ph3Ge]+ by a catalytic amount of the tritylium salt [Ph3C][B(C6F5)4]. Here, no transition metal catalyst is required and there is no decarbonylation of the acid fluoride, which are advantages over existing methods. The fluorine atoms can also be abstracted from organofluorine compounds using this method.

Graphical abstract: Transition metal-free hydrodefluorination of acid fluorides and organofluorines by Ph3GeH promoted by catalytic [Ph3C][B(C6F5)4]

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Publication details

The article was received on 02 Jul 2019, accepted on 17 Aug 2019 and first published on 19 Aug 2019


Article type: Communication
DOI: 10.1039/C9CC05075B
Chem. Commun., 2019,55, 10852-10855

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    Transition metal-free hydrodefluorination of acid fluorides and organofluorines by Ph3GeH promoted by catalytic [Ph3C][B(C6F5)4]

    A. Hayatifar, A. Borrego, D. Bosek, M. Czarnecki, G. Derocher, A. Kuplicki, E. Lytle, J. Padilla, C. Paroly, G. Tubay, J. Vyletel and C. S. Weinert, Chem. Commun., 2019, 55, 10852
    DOI: 10.1039/C9CC05075B

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