Table 7 Catalytic activity of UiO-66-biguanidine/Pd nanocomposite in Suzuki–Miyaura coupling reactions.

From: Pd immobilization biguanidine modified Zr-UiO-66 MOF as a reusable heterogeneous catalyst in Suzuki–Miyaura coupling

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Entry

RC6H4X

X

Time (min)

Yield (%)b

1

H

I

10

98

2

H

Br

15

98

3

H

Cl

120

50

4

4-CH3

I

10

96

5

4-CH3

Br

20

96

6

4-CH3

Cl

120

45

7

4-COCH3

I

20

96

8

4-COCH3

Br

45

96

9

4-COCH3

Cl

120

40

10

4-CH3O

I

30

96

11

4-CH3O

Br

45

90

12

4-NH2

I

45

90

13

4-NH2

Br

90

82

14

4-OH

I

60

90

15

4-OH

Br

120

85

16

2-Thienyl

I

60

92

17

2-Thienyl

Br

120

88

  1. aReaction conditions: 1.0 mmol arylhalide,1.0 mmol phenylboronic acid, 2 mmol K2CO3, 0.03 g catalyst (0.1 mol% Pd), 3 mL of H2O/EtOH (1:1), 50 °C, bIsolated yield.