Table 1 Optimization of reaction conditions

From: Nickel catalyzed C-N coupling of haloarenes with B2N4 reagents

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Entry

Deviation from condition above

Yield

1

CuBr2 instead of Ni(acac)2

0%

2

Pd(OAc)2 instead of Ni(acac)2

0%

3

NiCl2•6H2O instead of Ni(acac)2

80%

4

Ni(COD)2 instead of Ni(acac)2

0%

5

THF instead of DMF

17%

6

MeCN instead of DMF

32%

7

DMSO instead of DMF

trace

8

60 °C

52%

9

0.5 equiv. B2(NMe2)4

42%

10

without Ni(acac)2

0%

  1. Reactions were performed with 0.2 mmol 4-bromophenoxybenzene, 0.2 mmol B2(NMe2)4, 0.5 mL solvent and 10 mol% transition metal for 24 h under 80 °C; NMR yields using pyrazine as internal standarda. aIsolated yields.