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7.6.11.3 Method 3: Coupling Reactions Using Catalytic Bis(acetylacetonato)nickel(II) or Nickel(II) Chloride

DOI: 10.1055/sos-SD-007-00562

Takahashi, T.; Liu, Y.Science of Synthesis, (20047602.

Cross-coupling reactions of Grignard reagents with vinyl halides using [1,2-bis(diphenylphosphino)ethane]dichloronickel(II) are described in Section 7.6.11.2. Independently, it has been found that the coupling reaction of 1-bromo-2-phenylethene and aryl Grignards can be also catalyzed by bis(acetylacetonato)nickel(II). The coupling reaction of (E)-1-bromo-2-phenylethene with a 4-substituted aryl Grignard gives (E)-1-aryl-2-phenylethene derivatives 15 (5075% yield). This reaction proceeds in the presence of a catalytic amount of bis(acetylacetonato)nickel(II) (0.2mol%) (Scheme 11).[‌57‌]

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