Issue 73, 2019

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

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]

Supplementary files

Article information

Article type
Communication
Submitted
02 Jul 2019
Accepted
17 Aug 2019
First published
19 Aug 2019

Chem. Commun., 2019,55, 10852-10855

Author version available

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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