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. 2021 Sep 21;11(19):12344–12354. doi: 10.1021/acscatal.1c03634

Table 1. Experiments for the Light-Mediated Cross-Coupling between Potassium Benzyltrifluoroborates and Aryl Bromidesa.

2.3.

entry catalyst yield (%)b TON (Ir/Ni)
1 Ir,Ni@Phen-COF (1.2 mg, 4.0% Ir, 2.8% Ni) 90 270/118
2 Phen-COF (1.2 mg) 0  
3 No Catalyst 0  
4 Ir,Ni@Phen-COF (1.2 mg) (dark) 0  
5 PF–CrystallineLaminar COF (1.2 mg) 0  
6 Ni@Phen-COF (1.2 mg) 0  
7 Ir@Phen-COF (1.2 mg) 0  
8 Ni@Phen-COF (0.6 mg)    
  Ir@Phen-COF (0.6 mg) 0  
9 [Ir(dF(CF3)ppy)2(bpy)]PF6 (0.3 mol %) [NiCl2(phen)] (0.7 mol %) 23 69/30
10 Ir,Ni@Phen-COF (1.2 mg, 7.0% Ir, 4.2% Ni) 87 149/76
11 Ir,Ni@Phen-COF (1.2 mg, 2.0% Ir, 1.4% Ni) 25 150/66
12 Ir,Ni@Phen-COF (1.2 mg, 2.2% Ir, 2.8% Ni) 42 229/55
13 Ir,Ni@Phen-COF (1.2 mg, 9.0% Ir, 2.8% Ni) 46 61/60
a

The reaction was carried out using 2a (0.15 mmol), 3a (0.075 mmol), 2,6-lutidine (0.26 mmol), the corresponding catalyst, and 1 mL of solvent under an Ar atmosphere and blue light irradiation (blue LEDs, 23 W, 450 nm).

b

The yield was determined by 1H NMR using nitromethane as the internal standard.