Table 2 Condition optimization for the reaction of p-iodotoluene and benzeneboronic acid-catalyzed using the Ni(II)-β-CD complex.
Entry | Catalyst (mol%Ni) | Base | Solvent | Yielda (%) |
|---|---|---|---|---|
1 | 2.5 | K2CO3 | THF | 5 |
2 | 2.5 | K2CO3 | Toluene | 7 |
3 | 2.5 | K2CO3 | CH3CN | 11 |
4 | 2.5 | K2CO3 | dioxane | 2 |
5 | 2.5 | K2CO3 | DMF | 4 |
6 | 2.5 | K2CO3 | EtOH | 35 |
7 | 2.5 | K2CO3 | MeOH | 21 |
8 | 2.5 | K2CO3 | DMSO | Trace |
9 | 2.5 | K2CO3 | H2O | 96 |
10 | 2.5 | K2CO3 | H2O | 41b |
11 | 0.5 | K2CO3 | H2O | 24 |
12 | 1 | K2CO3 | H2O | 50 |
13 | 1.5 | K2CO3 | H2O | 65 |
14 | 2 | K2CO3 | H2O | 79 |
15 | 2.5 | Cs2CO3 | H2O | 76 |
16 | 2.5 | Na2CO3 | H2O | 79 |
17 | 2.5 | DABCO | H2O | 8 |
18 | 2.5 | NEt3 | H2O | Trace |
19 | 2.5 | t‐BuOK | H2O | 55 |
