Table 7.
Activation of catalysts in Suzuki-Miyaura coupling reaction between 4-bromotoluene and phenylboronic acid under Hg(0) poisoning effecta.
 | |||||
|---|---|---|---|---|---|
| Entry | Catalyst | Time (h) | Conversion (%)b | Yield (%)b | TONc |
| 1 | Complex 1 | 4 | >18 | >16 | >180 |
| 2 | Complex 2 | 4 | >38 | >36 | >380 |
| 3 | Complex 3 | 5 | >37 | >34 | >370 |
| 4 | Complex 4 | 1 | >39 | >39 | >390 |
| 5 | Complex 5 | 1 | >16 | >16 | >160 |
a
Reaction circumstances: Ar–Br (1.0 mmol), phenylboronic acid (1.2 mmol), K2CO3 (1.2 mmol), catalysis (0.001 mmol), EtOH (2 mL) and Hg (200 molar equivalents of the Pd catalyst) at 110 °C.
b
Yield and conversion rates were determined by GC analysis based on aryl halides in the presence of dodecane used as internal standard.
c
Mole product/mole catalyst.