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. 2021 Sep 20;12(40):13564–13571. doi: 10.1039/d1sc04320j

Optimization of the 1,4-sulfonylarylation reaction conditionsa.

graphic file with name d1sc04320j-u1.jpg
Entry PC [Ni] Ligand Yieldb (%)
1 Ru(bpy)3Cl2·6H2O NiCl2·glyme dtbbpy 55
2 Ru(bpy)3(PF6)2 NiCl2·glyme dtbbpy 45
3 [Ir(dFCF3ppy)2(dtbbpy)]PF6 NiCl2·glyme dtbbpy 62
4 4CzIPN NiCl2·glyme dtbbpy 64
5 4CzIPN NiCl2 dtbbpy 35
6 4CzIPN NiCl2·6H2O dtbbpy 11
7 4CzIPN NiCl2·glyme diOMebpy 73
8 4CzIPN NiCl2·glyme bpy 62
9 4CzIPN NiCl2·glyme Phen 0
10c 4CzIPN NiCl2·glyme diOMebpy 72
11 NiCl2·glyme diOMebpy 0
12 4CzIPN diOMebpy 0
13 4CzIPN NiCl2·glyme 0
14d 4CzIPN NiCl2·glyme diOMebpy 0
15e 4CzIPN NiCl2·glyme diOMebpy 0
a

Reaction conditions: 1a (0.2 mmol), 2a (0.1 mmol) and 3a (0.12 mmol) in DMSO (1.0 mL), photocatalyst (1 mol%), nickel-precatalyst (10 mol%), ligand (14 mol%), at room temperature, 30 W blue LEDs, 20 h.

b

Isolated yield.

c

NiCl2·glyme (5 mol%), diOMebpy (7 mol%).

d

No light.

e

Reaction was performed in air.