Table 1.
Complex | R | k (10-4 s-1)a | k (10-4 s-1)a,e | Yieldb |
---|---|---|---|---|
3a | p-CF3 | 0.23 | - | 81g |
3a | p-CF3 | 1.8 | 0.73 | 94 |
3a | p-CF3 | 3.2e,f | 3.6f | 81 |
3b | p-Cl | 0.62d | - | 77h |
3b | p-Cl | 6.7e | 1.3 | 98 |
3c | H | 2.5d | 11 | 80 |
3d | p-OMe | 7.4c | 21 | 94 |
3e | o-Me | 5.9 | 22 | 93 |
First-order rate constants determined by monitoring the decay of the cyanide complex by 1H NMR spectroscopy (CD2Cl2) or 31P NMR spectroscopy (DMF).
Yield of the arylnitrile for the reductive elimination step determined by 1H NMR spectroscopy (in CD2Cl2).
Average of 3 separate runs.
Average of 2 separate runs.
At 40 °C.
With 2 equiv. B(C6F5)3.
Yield after 81% conversion of the cyanide complex.
Yield after 87% conversion of 3b.