[Ni0(1,5-cyclooctadiene)2]; C57H58O5P2 in methanol; toluene T=20°C; 5 h; Inert atmosphere;

1: 96 percent / thionyl chloride 2: 87 percent / dimethylformamide / 6 h / 50 °C View Scheme

1: 89.5 percent / sodium borohydride 2: 96 percent / thionyl chloride 3: 87 percent / dimethylformamide / 6 h / 50 °C View Scheme

ammonia

1: SOCl2 2: NH3 3: 81 percent / POCl3, Na2S2O5 View Scheme

1: NH3 2: 81 percent / POCl3, Na2S2O5 View Scheme

sodium hydride in dimethyl sulfoxide

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 21 h / |Inert atmosphere; |Reflux 2.1: diisobutylaluminium hydride / toluene / 1.5 h / -78 °C / |Inert atmosphere 3.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -95 °C / |Inert atmosphere 3.2: -95 - -30 °C / |Inert atmosphere 3.3: 1.5 h / -30 - 0 °C / |Inert atmosphere 4.1: zinc / N,N-dimethyl-formamide / 2 h / 20 °C / |Inert atmosphere 5.1: indium tribromide / 1,2-dichloro-ethane / 0.5 h / 20 °C / |Inert atmosphere; |Glovebox 6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,2-dichloro-ethane / 1.5 h / |Inert atmosphere; |Reflux; |Glovebox View Scheme