Table 1.
entry | change from standard conditions | Yield (%)b |
---|---|---|
1 | no change | 77 |
2 | no (Bpin)2 | <2d |
3 | 0.1 equiv of (Bneop)2 instead of 0.1 equiv of (Bpin)2 | 70 |
4 | 1.0 equiv of Zn0 or Mn0 instead of 0.1 equiv of (Bpin)2 | <2c |
5 | Ni(COD)2 instead of NiCl2 and (Bpin)2 | 53 |
6 | Ni(COD)2 instead of NiCl2 | 54 |
7 | NiCl2(PCy3)2 instead of NiCl2 | <2d |
8 | NiCl2(bpy) instead of NiCl2 | <2d |
9 | NiCl2(DME) instead of NiCl2 | 73 |
10 | 1.2 equiv of ArBr instead of 1.7 equiv of ArBr | 68 |
11 | 1.8 equiv of ArB(neop) instead of 2.0 equiv of ArB(neop) | 72 |
12 | NaOEt instead of KOEt | 16d |
The reactions were run on a 0.2 mmol scale.
Yields were determined by GC analysis with a calibrated internal standard. The conversion of styrene was >98%, except where noted otherwise.
>80% of the styrene was recovered.
~50% of the styrene was recovered.