Table 4 Buchwald–Hartwig amination reaction of chlorobenzene with aniline catalyzed by γ-Fe2O3@MBD/Pd-Co under different conditions in water.

From: A new nanomagnetic Pd-Co bimetallic alloy as catalyst in the Mizoroki–Heck and Buchwald–Hartwig amination reactions in aqueous media

View full size image

Entry[a]

Catalyst (mol%)[b]

Base

Time(h)

Isolated yield (%)

1

0.1

t-BuONa

4

87

2

0.07

t-BuONa

5

90

3

t-BuONa

24

0

4

0.05

t-BuONa

10

80

5

0.04

t-BuONa

12

75

6

0.07

EtONa

6

83

7

0.07

K2CO3

24

23

8

0.07

KOH

24

39

9

0.07

Et3N

24

56

10

0.07

-

24

54

11[c]

0.07

t-BuONa

4

90

12[d]

0.07

t-BuONa

8

81

13[e]

0.07

t-BuONa

24

Trace

  1. [a] Reaction conditions: chlorobenzene (1 mmol), aniline (1.2 mmol), water (1 mL), 80 °C (except for entries 11–13), [b] based on the Pd content, [c] 100 °C, [d] 70 °C, [e] room temperature.