Table 7.
Effect of the reaction solvent on reaction progress and catalyst poisoning with PVPy of Suzuki–Miyaura reactions of 1-bromo-4-methylbenzene and phenylboronic acid carried out with 2 mol% Pd(OAc)2-BOX-MPSG using K2CO3 as base.
| Solvent | Reaction temperature | Yield after 2 h (%) | Yield after 4 h (%) | Yield after 24 h (%) |
|---|---|---|---|---|
| Toluene | 110 | 43 | 95 | 96 |
| DMAc | 110 | 15 | 17 | 23 |
| NMP | 110 | – | – | – |
| Toluene | 110 | 43 | 95 | 98 |
| DMAc | 150 | 56 | 68 | 75 |
| NMP | 160 | 21 | 55 | 62 |
| DMF | 150 | 34 | 45 | 75 |
| Toluene, with PVPya | 110 | 43 | 65 | 88 |
| DMAc, with PVPya | 150 | 56 | 60 | 70 |
| NMP, with PVPya | 160 | 23 | 59 | 64 |
| DMF, with PVPya | 150 | 22 | 47 | 74 |
a
Addition of 100 mol equiv. PVPy (referring to Pd) after 2 h.