Factors affecting the oxidative addition of aryl electrophiles to 1,1 '-bis(diphenylphosphino)ferrocenepalladium(eta(2)-methyl acrylate), an isolablePd[0] alkene complex
A. Jutand et al., Factors affecting the oxidative addition of aryl electrophiles to 1,1 '-bis(diphenylphosphino)ferrocenepalladium(eta(2)-methyl acrylate), an isolablePd[0] alkene complex, ORGANOMETAL, 18(25), 1999, pp. 5367-5374
The title complex 3 has been synthesized and characterized by X-ray crystal
lography. It undergoes oxidative addition with aryl triflates and iodides b
y a nondissociative mechanism in THF. The Heck addition product methyl cinn
amate was detected at traces from the reaction with phenyl triflate, and fr
om iodobenzene the direct oxidative addition product was characterized. The
addition of halides or acetate salts to the system led to modest effects o
n the rate of oxidative addition of aryl triflates, but resulted in neutral
arylpalladium(II) complexes. Addition of lithium or europium salts enhance
d the reaction rate, the effect being most pronounced with Eu(OTf)(3), poss
ibly through promotion of a competing dissociative pathway.