Summary of the Suzuki–Miyaura cross coupling reaction using different types of Pd catalysts.
| |||
|---|---|---|---|
| Entry | Catalyst | Catalyst eq.a (mol%) | NMR yieldb (%) |
| 1 | None | — | 8.5 |
| 2 | Pd/C | 0.18–0.72 | >99 |
| 3 | Pd@PVP | 0.18–0.72 | >99 |
| 4 | Polymer–Pd nanocomposite | 0.18–0.72 | >99 |
| 5 | Pd/C | 0.09 | 44.8 |
| 6 | Pd@PVP | 0.09 | >99 |
| 7 | Polymer–Pd nanocomposite | 0.09 | >99 |
| 8 | Pd/C | 0.04 | 12.5 |
| 9 | Pd@PVP | 0.04 | >99 |
| 10 | Polymer–Pd nanocomposite | 0.04 | >99 |
| 11 | Pd@PVP | 0.02 | 96.8 |
| 12 | Polymer–Pd nanocomposite | 0.02 | 97.4 |
| 13 | Pd@PVP | 0.01 | 92.6 |
| 14 | Polymer–Pd nanocomposite | 0.01 | 93.8 |
| 15 | Pd@PVP | 0.004 (40 ppm) | 51.5 |
| 16 | Polymer–Pd nanocomposite | 0.004 (40 ppm) | 65.8 |
| 17 | Pd@PVP | 0.002 (20 ppm) | 21.5 |
| 18 | Polymer–Pd nanocomposite | 0.002 (20 ppm) | 33.6 |
Catalyst eq. (mol%) = [catalyst]/[4-iodophenol] × 100%.
Yield was calculated by comparing the NMR spectrum of reaction, and the detailed calculation equation is listed in Fig. S15.