Table 5.

The obtained optimisation parameters for the Suzuki C–C coupling reaction^a.

Entry	Catalyst (mmol)	Base	Solvent	Temperature (°C)	Time (h)	Conversion (%)b	Yield (%)b	Selectivity (%)	TONc
1	0.005	KOH	DMF	80	12	>13	>1	>11	>27
2	0.005	K2CO3	DMF	80	12	>47	>28	>60	>94
3	0.005	K3PO4	DMF	80	12	>14	>1	>11	>28
4	0.005	Na2CO3	DMF	80	12	>41	>20	>48	>83
5	0.005	Cs2CO3	DMF	80	12	>13	>0	>3	>27
6	0.005	Et3N	DMF	80	12	>43	>2	>5	>87
7	0.005	K2CO3	DMF	90	12	>46	28	>60	>92
8	0.005	K2CO3	DMF	100	12	>50	>35	>65	>100
9	0.005	K2CO3	DMF	110	12	51	36	70	102
10	0.005	K2CO3	DMF	120	12	52	36	69	104
11	0.005	K2CO3	H2O	110	12	82	>76	>93	164
12	0.005	K2CO3	EtOH	110	12	100	>98	>98	200
13	0.005	K2CO3	1,4-Dioxane	110	12	91	>85	94	182
14	0.005	K2CO3	Toluene	110	12	>98	>92	>93	>197
15	0.005	K2CO3	CH3CN	110	12	100	94	94	200
16	0.005	K2CO3	Et4NBr-DMF	110	12	>58	>49	84	>197
17	0.005	K2CO3	EtOH– H2O	110	12	100	>94	>94	200
18	0.005	K2CO3	1,4-Dioxane-H2O	110	12	>97	>94	>97	>194
19	0.005	K2CO3	EtOH	110	2	96	95	>98	192
20	0.005	K2CO3	EtOH–Et4NBr	110	2	98	97d	>98	196
21	0.005	K2CO3	EtOH	110	4	98	97	>98	196
22	0.005	K2CO3	EtOH–Et4NBr	110	4	98	97d	>98	196
23	0.001	K2CO3	EtOH	110	0.5	86	86	100	860
24	0.001	K2CO3	EtOH	110	5	>97	>97	100	>970
25	0.0001	K2CO3	EtOH	110	12	86	86	100	8600
26	0.0002	K2CO3	EtOH	110	12	89	89	100	4450

^aReaction circumstances: 4-Bromotoluene (1.0 mmol), phenylboronic acid (1.2 mmol), base (1.2 mmol), solvent (2 mL).

^bYield and conversion rates were determined by GC analysis based on aryl halides in the presence of dodecane used as internal standard.

^cMole product/mole catalyst.

^dEt₄NBr (0.02 mmol).