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. Author manuscript; available in PMC: 2019 Aug 29.
Published in final edited form as: J Am Chem Soc. 2018 Aug 20;140(34):10653–10657. doi: 10.1021/jacs.8b05680

Table 1.

Change from Standard Conditions a

graphic file with name nihms-987715-t0006.jpg

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
a

The reactions were run on a 0.2 mmol scale.

b

Yields were determined by GC analysis with a calibrated internal standard. The conversion of styrene was >98%, except where noted otherwise.

c

>80% of the styrene was recovered.

d

~50% of the styrene was recovered.