[N+:1]([C:4]1[CH:9]=[CH:8][C:7](Br)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:11]1(B(O)O)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]4-Nitro-bromobenzene and phenyl boronic acid were reacted as described in Example 6. The catalyst was recovered by filtration, washed and dried (as described in Example 1). This process was then repeated 4 times with fresh reagents and the recycled catalyst. The yields of isolated 4-Nitrobiphenyl were as follows:
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