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 |
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.