Mizoroki–Heck cross-coupling reactions of different aryl halides with styrene catalyzed by PAMAM G₀-Pd@γ-Fe₂O₃^a.

Prod.	X	R	Yield	t (min)	TON	TOF
12a	I	Me	75	180	122	41
12a	Br	Me	65	180	106	35
12a	Cl	Me	55	220	90	24
12b	I	OMe	90	90	148	98
12c	I	H	95	60	155	150
12c	Br	H	95	80	155	117
12c	Cl	H	90	120	147	73
12d	I	CN	85	60	139	139
12e	I	NO2	95	45	155	206
12e	Br	NO2	95	50	155	186
12e	Cl	NO2	90	60	147	147
12f	I	OH	90	120	147	73
12g	I	NH2	90	120	147	73
12h	I	OMe	92	500	150	181
12h	Cl	OMe	65	300	106	21
12i	I	Me	80	120	131	65
12i	Br	Me	80	140	131	56
12i	Cl	Me	70	150	114	45
12j	I	H	95	50	155	187
12j	Br	H	90	75	147	117
12j	Cl	H	80	100	131	78
12k	I	Cl	85	55	139	153
12k	Br	Cl	70	60	114	114
12l	I	Br	75	70	122	105
12m	I	CO2Et	95	40	131	65
12m	Br	CO2Et	93	50	152	183
12m	Cl	CO2Et	90	80	147	110
12n	I	COMe	92	70	150	129
12o	Br	CN	92	50	150	181
12o	Cl	CN	85	120	139	69
12p	I	NO2	95	30	155	77
12q	Br	Me	65	130	106	49
12q	Cl	Me	50	240	81	20
12r	I	NO2	92	70	150	129

^aReaction conditions: styrene or n-butyl acrylate (1.5 mmol), aryl halide (1.00 mmol), K₂CO₃ (Et₃N when we used the aryl chlorides) (2.00 mmol), catalyst (0.009 g, 0.61 mol% of Pd), H₂O (2.00 mL), 80 °C (90 °C when we used aryl chlorides); all yields are isolated.