Table 1.
Optimization of the reaction conditionsa,b.
| Entry | [Ni] | Ligand | Reductant | Solvent | 3b-Yield (%)b |
|---|---|---|---|---|---|
| 1 | Ni(acac)2 | L1 | Mn | DMF | >99 |
| 2 | Ni(PPh3)2Cl2 | L1 | Mn | DMF | 78 |
| 3 | NiCl2 | L1 | Mn | DMF | 64 |
| 4 | NiI2 | L1 | Mn | DMF | 75 |
| 5 | NiBr2 | L1 | Mn | DMF | 85 |
| 6 | Ni(acac)2 | L2 | Mn | DMF | >99 |
| 7 | Ni(acac)2 | L3 | Mn | DMF | 75 |
| 8 | Ni(acac)2 | L4 | Mn | DMF | 98 |
| 9 | Ni(acac)2 | L5 | Mn | DMF | >99 |
| 10 | Ni(acac)2 | L6 | Mn | DMF | 85 |
| 11 | Ni(acac)2 | L7 | Mn | DMF | 90 |
| 12 | Ni(acac)2 | L8 | Mn | DMF | 99 |
| 13 | Ni(acac)2 | L1 | Mn | DMA | 20 |
| 14 | Ni(acac)2 | L1 | Mn | MeCN | 0 |
| 15 | Ni(acac)2 | L1 | Mn | DMSO | 0 |
| 16 | Ni(acac)2 | L1 | Zn | DMF | Trace |
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aReaction conditions: 1b (0.2 mmol, 1.0 equiv.), 2a (0.24 mmol, 1.2 equiv.), Ni(acac)2 (5.0 mol%), ligand (10 mol%); Mn (0.3 mmol, 1.5 equiv.), DMF (1 mL); N2 atmosphere; 40 °C; 24 h.
bYields were determined by GC with biphenyl as the internal standard.
