1: CuCl; aqueous NH3 / 250 - 270 °C 2: amalgamated zinc; aqueous HCl View Scheme

1: 1-chloro-4-bromobenzene With magnesium in tetrahydrofuran T=20°C; 1 h; 2: Caprylic Aldehyde in tetrahydrofuran T=0 - 20°C; 2 h; 3: With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; potassium carbonate in tetrahydrofuran; tert-butyl alcohol 20 h; RefluxDarkness;

C42H36ClIrO2P2; potassium hydroxide in para-xylene T=130°C; 12 h; Inert atmosphereSchlenk techniqueMolecular sieve;

in hexane; water 6 h; Irradiation;

1: With copper(I) bromide in diethyl ether 0.5 h; Heating; 2: With sulfuric acid in diethyl ether; water T=20°C; 24 h;

aluminium trichloride

ammonium hydroxide; copper(l) chloride T=250 - 270°C;