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. 2014 Apr 16;33(8):2012–2018. doi: 10.1021/om500156q

Table 1. Nickel Phosphine Complexes Synthesizeda.

          isolated yield (%)
compd ligand geometry R X LnNiX2 LnNi(R)X overall
Monodentate Ligands
1 PPh3 trans o-tolyl Cl 91 89 81
2 PCyPh2 trans o-tolyl Cl 92 81 75
3 PCy2Ph trans o-tolyl Cl 95 88 84
4 PCy3 trans o-tolyl Cl 97 87 84
5 PCyp3 trans o-tolyl Cl 99 90 89
6 PBn3 trans o-tolyl Cl 96 90 86
7 PPh2Me trans o-tolyl Cl 99 81 80
8 PMe2Ph trans 2,4,6-triisopropylphenyl Cl 95 83 79
9 PMe2Ph trans 2,6-dimethoxyphenyl Br 95 87 83
10 PEt3 trans 2-mesityl Br 95 88 84
11 P(n-Bu)3 trans 2-mesityl Br 89 90 80
               
Bidentate Ligands
12 dppe cis o-tolyl Cl 98 84 82
13 dppp cis 2-mesityl Br 89 85 76
14 dppb trans 2-mesityl Br 96 86 83
15 (S)-BINAP cis o-tolyl Cl 94 97 91
16 dppf cis o-tolyl Cl 97 95 92
17 dcpf trans o-tolyl Cl 98 83 81
18 Xantphos trans o-tolyl Cl 86 92 79
19 pyphos cis o-tolyl Cl 90 82 74
a

Abbreviations: dppe, 1,2-bis(diphenylphosphino)ethane; dppp, 1,3-bis(diphenylphosphino)propane; dppb, 1,4-bis(diphenylphosphino)butane; BINAP, 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl; dppf, 1,1′-bis(diphenylphosphino)ferrocene; dcpf, 1,1′-bis(dicyclohexylphosphino)ferrocene; Xantphos, 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene; pyphos, 2-[2-(diphenylphosphino)ethyl]pyridine.