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The Ni II literature complex cis -[Ni(C 6 F 5 ) 2 (THF) 2 ] is a synthon of cis -Ni(C 6 F 5 ) 2 hat allows us to establish a protocol to measure and compare the ligand effect on the Ni II → Ni 0 reductive elimination step (coupling), often critical in catalytic processes. Several ligands of different types were submitted to this Ni-meter comparison: bipyridines, chelating diphosphines, monodentate phosphines, PR 2 (biaryl) phosphines, and PEWO ligands (phosphines with one potentially chelate electron-withdrawing olefin). Extremely different C 6 F 5 -C 6 F 5 coupling rates, ranging from totally inactive (producing stable complexes at room temperature) to those inducing almost instantaneous coupling at 25 °C, were found for the different ligands tested. The PR 2 (biaryl) ligands, very efficient for coupling in Pd, are slow and inefficient in Ni, and the reason for this difference is examined. In contrast, PEWO type ligands are amazingly efficient and provide the lowest coupling barriers ever observed for Ni II complexes; they yield up to 96% C 6 F 5 -C 6 F 5 coupling in 5 min at 25 °C (the rest is C 6 F 5 H) and 100% coupling with no hydrolysis in 8 h at -22 to -53 °C.

inorganic chemistry

Ranking Ligands by Their Ability to Ease (C6F5)2NiIIL → Ni0L + (C6F5)2 Coupling versus Hydrolysis: Outstanding Activity of PEWO Ligands