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Transition metal-free hydrodefluorination of acid fluorides and organofluorines by Ph3GeH promoted by catalytic [Ph3C][B(C6F5)4]†
Ardalan Hayatifar,Alejandro Borrego,David Bosek,Matthew Czarnecki,Gabriel Derocher,Adam Kuplicki,Erik Lytle,Jonas Padilla,Charles Paroly,Gillian Tubay,Jackson Vyletel,Charles S. Weinert
Chemical Communications Pub Date : 08/19/2019 00:00:00 , DOI:10.1039/C9CC05075B
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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