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Influence of the milling ball filling degree with different size on the Heck reaction: 1a (1.5 mmol), 2a (2.25 mmol), Pd(OAc)2 (5 mol %), PPh3 (10 mol %), TEA (1.8 mmol), TBAB (5 mol %), and NaBr (10.0 g) were placed in 80 mL stainless steel vessel milling, milling at 800 rpm for 90 min.
