618912-48-4Relevant academic research and scientific papers
Rate and mechanism of the oxidative addition of vinyl triflates and halides to palladium(0) complexes in DMF
Jutand, Anny,Negri, Serge
, p. 4229 - 4237 (2008/10/08)
In a coordinating solvent such as DMF, the fast oxidative addition of vinyl triflates to Pd0(PPh3)4 performed under stoichiometric conditions gives the cationic complexes [(η1-vinyl)- Pd(PPh3)2(DMF)]+TfO-, which have been characterized by conductivity measurements, electrospray mass spectrometry, and NMR spectroscopy, before their decomposition to vinyl-phosphonium salts [vinyl-PPh3]+TfO- and Pd0 complexes. [(η1-vinyl)Pd(PPh3)2(DMF)]+ TfO- complexes are less stable than [(aryl)Pd(PPh3)2(DMF)]+TfO- formed in the oxidative addition of aryl triflates to Pd0(PPh3)4. The rate constant of the oxidative addition of vinyl triflates and bromides to Pd0(PPh3)4 has been determined and compared to that of aryl triflates and halides. The following reactivity orders are established in DMF: vinyl-OTf ? vinyl-Br > PhBr and vinyl-OTf ? PhOTf.
