Transition metal-free stereospecific access to (E)-(1-fluoro-2-arylvinyl)phosphine borane complexes - Normandie Université Accéder directement au contenu
Article Dans Une Revue Chemical Communications Année : 2017

Transition metal-free stereospecific access to (E)-(1-fluoro-2-arylvinyl)phosphine borane complexes

Résumé

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.

Domaines

Chimie
Fichier non déposé

Dates et versions

hal-01844270 , version 1 (19-07-2018)

Identifiants

Citer

Kevin Rousée, Xavier Pannecoucke, A.-C. Gaumont, J.-F. Lohier, F. Morlet-Savary, et al.. Transition metal-free stereospecific access to (E)-(1-fluoro-2-arylvinyl)phosphine borane complexes. Chemical Communications, 2017, 53 (12), pp.2048-2051. ⟨10.1039/C6CC09673E⟩. ⟨hal-01844270⟩
48 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More