Table 3. Determination of the Optimal Pd-to-SPO-Ad Ratio for the POPd-Ad-Catalyzed Suzuki Reaction of Phenyl Chloride and 4-Tolylboronic acida.
entry | POPd2-Ad (mol %) | SPO-Ad (mol %) | conversion yieldb (%) |
---|---|---|---|
1 | 1 | 0 | 95 |
2 | 2 | 80 | |
3 | 4 | 27 | |
4 | 10 | 5 |
Phenyl chloride (0.5 mmol), 4-tolylboronic acid (0.55 mmol), and 3 equiv of KOtBu; reaction in 2 mL of 1,4-dioxane at 65 °C for 12 h.
Determined by GC with a barrier discharge ionization detector (GC-BID).