REACTION OF DIAZONIUM SALTS WITH TRANSITION METALS IX. REACTION OF VINYLTRIMETHYLSILANE WITH ARENEDIAZONIUM TETRAFLUOROBORATES UNDER PALLADIUM(0) CATALYSIS

Article abstract of DOI:10.1016/0022-328X(84)80374-5

Arenediazonium tetrafluoroborates (ArN2BF4 where Ar = Ph, 4-MeC6H4, 4-BrC6H4, 4-IC6H4 and 4-NO2C6H4) reacted easily with CH2=CHSiMe3 at 25 deg C to give ArCH=CH2, (E)-ArCH=CHSiMe3 and Ar(Me3Si)C=CH2 in excellent yields under palladium(0) catalysis. (E)-ArCH=CHSiMe3 compounds were obtained predominantly and isolated in good yields by using an excess of CH2=CHSiMe3 over ArN2BF4.Protodesilylation of the reaction mixture afforded styrene derivatives.