Table 2. Reaction Time, Isolated Yield, and the Melting Point of the Acquired Products in the Suzuki–Miyaura Cross-Coupling Reaction^a.

								melting point (C)
aEntry	R	X	R1	time (min)	yield (%)	TON	TOF (h–1)	observed	literature	ref.
01	H	I		20	96	427	1295	69–72	69–71	(51)
02	p-OH	I		25	94	419	1006	163–165	164–166	(52)
03	o-OCH3	I		45	85	378	505	87–90	87–89	(52)
04	p-CH2Br	I		40	88	392	594	82–84	83–86	(53)
05	H	Br		30	90	401	801	69–72	69–71	(51)
06	p-OH	Br		45	91	405	540	163–165	160–166	(52)
07	o-OCH3	Br		40	80	356	540	87–90	87–89	(52)
08	p-CH2Br	Br		45	82	365	487	82–84	83–86	(53)
09	H	Cl		720	74	329	27	69–72	69–71	(51)
10	p-OH	Cl		720	65	289	24	82–84	164–166	(52)
11	o-OCH3	Cl		720	65	289	24	87–90	87–89	(52)
12	p-CH2Br	Cl		720	70	312	26	82–84	83–86	(53)
13	H	I	p-CH3	35	90	401	687	41–44	42–44	(54)
14	H	I	p-NH2	40	88	392	588	50–53	51	(55)
15	H	Br	p-CH3	45	85	378	505	41–44	42–44	(54)
16	H	Br	p-NH2	50	84	374	449	50–53	51	(55)

^aReaction conditions: aryl halides (1 mmol), phenylboronic acids (1.2 mmol), K₂CO₃ (1.5 mmol), H₂O (2 mL), and the Fe₃O₄@Guanidine-Pd (0.22 mol %) catalyst was agitated at 70 °C for 20–720 min.