Journal of Organic Chemistry p. 1276 - 1280 (1987)
Update date:2022-08-04
Topics: NMR spectroscopy Catalyst Arylation Reaction Conditions Stereospecific Alkenylsilanes
Ikenaga, Kazutoshi
Kikukawa, Kiyoshi
Matsuda, Tsutomu
Alkenyltrimethylsilanes ((E)- and (Z)-RCH=CHSiMe3: R = H, Ph, n-C6H13 and CH3OCH2) stereospecifically reacted at 40 deg C or room temperature with in situ generated phenylpalladium acetate to produce R(Ph)C=CSiMe3 and RCH=C(Ph)SiMe3 with inversion of their geometry.The arylation of CH2=CHSiMe3 with arylpalladium acetates gave (E)-ArCH=CHSiMe3 (Ar = XPH; X = H, 4-Me, 4-MeO, 4-Br, 4-I, 4-EtOCO, and 4-NO2) in good yields.
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