Nickel‐Catalyzed Three‐Component Coupling Reaction of Tetrafluoroethylene and Aldehydes with Silanes via Oxa‐Nickelacycles

Abstract

The nickel‐catalyzed synthesis of a variety of fluorine‐containing silyl ethers from tetrafluoroethylene (TFE) and aldehydes with silanes in a selective manner is disclosed. Stoichiometric reactions revealed that the oxa‐nickelacycle, which is generated upon oxidative cyclization of TFE and an aldehyde with Ni0, is the key intermediate, whose molecular structure was confirmed by single‐crystal X‐ray diffraction analysis. In order to demonstrate the synthetic utility of this procedure, one of the reaction products was transformed into trifluorovinyl and organic silicon compounds via deprotonation with a Lewis base.