title: Transition metal-free stereospecific access to (E)-(1-fluoro-2-arylvinyl)phosphine borane complexes.
abstract: This work describes the first transition metal-free stereospecific synthesis of (E)-(1-fluoro-2-arylvinyl)phosphine boranes through the addition of diarylphosphine-boranes to gem-bromofluoroalkenes in the presence of a base at room temperature. The reaction proceeds well under very mild conditions and tolerates a variety of functionalities. Scope and limitations of the reaction are discussed. Mechanistic investigations have been undertaken and revealed that the reaction takes place through an SRN1 mechanism. The formation of the fluorinated vinyl radical has been evidenced by electron paramagnetic resonance (EPR) experiment.
authors.affiliation: Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, 76000 Rouen, France. samuel.couve-bonnaire@insa-rouen.fr.
authors.forename: Kevin
authors.initials: K
authors.lastname: Rousée
authors.affiliation: Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, 76000 Rouen, France. samuel.couve-bonnaire@insa-rouen.fr.
authors.forename: Xavier
authors.initials: X
authors.lastname: Pannecoucke
authors.affiliation: Normandie Univ., ENSICAEN, Unicaen, CNRS, LCMT, 14000 Caen, France. sami.lakhdar@ensicaen.fr.
authors.forename: Annie-Claude
authors.initials: AC
authors.lastname: Gaumont
authors.affiliation: Normandie Univ., ENSICAEN, Unicaen, CNRS, LCMT, 14000 Caen, France. sami.lakhdar@ensicaen.fr.
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Lohier
authors.affiliation: Institut de Science des Matériaux de Mulhouse IS2M - UMR CNRS 7361 - UHA, 15, rue Jean Starcky, 68057 Mulhouse Cedex, France.
authors.forename: Fabrice
authors.initials: F
authors.lastname: Morlet-Savary
authors.affiliation: Institut de Science des Matériaux de Mulhouse IS2M - UMR CNRS 7361 - UHA, 15, rue Jean Starcky, 68057 Mulhouse Cedex, France.
authors.forename: Jacques
authors.initials: J
authors.lastname: Lalevée
authors.affiliation: Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, 76000 Rouen, France. samuel.couve-bonnaire@insa-rouen.fr.
authors.forename: Jean-Philippe
authors.initials: JP
authors.lastname: Bouillon
authors.affiliation: Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, 76000 Rouen, France. samuel.couve-bonnaire@insa-rouen.fr.
authors.forename: Samuel
authors.initials: S
authors.lastname: Couve-Bonnaire
authors.affiliation: Normandie Univ., ENSICAEN, Unicaen, CNRS, LCMT, 14000 Caen, France. sami.lakhdar@ensicaen.fr.
authors.forename: Sami
authors.identifier: http://orcid.org/0000-0002-1168-7472
authors.initials: S
authors.lastname: Lakhdar