In this experiment, students perform an air-free synthesis of three dichlorophosphinenickel(II) compounds, NiCl 2 (PPh 3 ) 2 , NiCl 2 (PCy 3 ) 2 , and NiCl 2 (DPPE), using NiCl 2 • 6H 2 O and the appropriate phosphine as the precursors. These colorful nickel compounds are air-sensitive in solution, but are stable toward air once isolated in the solid form. The synthesized nickel products will be utilized in a catalytic Suzuki cross-coupling reaction between phenylboronic acid and 1-bromo-4-(trifluoromethyl)benzene. The formation of the desired product, 4-(trifluoromethyl)biphenyl, is observed and determined quantitatively by 19 F{ 1 H} NMR spectroscopy. The effect of the phosphine ligands on the formation of the nickel products and their catalytic activity will also be determined.
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