sodium hydrogencarbonate T=95°C; 2 h;

dichloro(1,2-bis(di-2-propylphosphino)benzene)nickel(II) in dimethyl sulfoxide electrolyis;

caesium carbonate in N,N-dimethyl-formamide T=120°C; Cooling with iceMicrowave irradiation;

diethylene glycol dimethyl ether; (PyNP(iPr)2)Ir(cod); potassium tert-butylate T=70°C; 24 h; Inert atmosphere;

nickel in ethanol 0.0333333 h; Ambient temperature;

potassium hydroxide; dichloro(1,2-bis(di-2-propylphosphino)benzene)nickel(II) 1.) DMSO, electrolyis, 2.) MeOH, 30 min; Yield given. Multistep reaction. Yields of byproduct given;

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere 1.2: -78 - 0 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 0 °C / Inert atmosphere 3.1: [Ru(bpyrz)3](PF6)2*2H2O / methanol; acetonitrile / 15 h / 20 °C / Air; Visible light; Irradiation View Scheme

1: trifluoroacetic acid / dichloromethane / 0 °C / Inert atmosphere 2: [Ru(bpyrz)3](PF6)2*2H2O / methanol; acetonitrile / 15 h / 20 °C / Air; Visible light; Irradiation View Scheme

1.1: hydrogenchloride; SnCl2·2H2O; water / 2.5 h / 0 °C / Inert atmosphere 2.1: tetrahydrofuran / 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere 3.2: -78 - 0 °C / Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 0 °C / Inert atmosphere 5.1: [Ru(bpyrz)3](PF6)2*2H2O / methanol; acetonitrile / 15 h / 20 °C / Air; Visible light; Irradiation View Scheme

1.1: hydrogenchloride; sodium nitrite / water / 2.5 h / 0 °C / Inert atmosphere 2.1: hydrogenchloride; SnCl2·2H2O; water / 2.5 h / 0 °C / Inert atmosphere 3.1: tetrahydrofuran / 20 °C / Inert atmosphere 4.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere 4.2: -78 - 0 °C / Inert atmosphere 5.1: trifluoroacetic acid / dichloromethane / 0 °C / Inert atmosphere 6.1: [Ru(bpyrz)3](PF6)2*2H2O / methanol; acetonitrile / 15 h / 20 °C / Air; Visible light; Irradiation View Scheme