1: With iodine; magnesium in tetrahydrofuran 3 h; Reflux; 2: With boric acid trimethyl ester in tetrahydrofuran T=-78 - 20°C; 1 h; 3: With hydrogenchloride in tetrahydrofuran

1: 4-bromo-4’-pentyl-1,1’-biphenyl With n-butyllithium in diethyl ether; hexane T=-20 - 20°C; 1.5 h; Argon atmosphere; 2: tri-isopropoxy-borane in diethyl ether; hexane T=-20 - 20°C; 3: With hydrogenchloride in diethyl ether; hexane; water 1 h;

1: 4-bromo-4’-pentyl-1,1’-biphenyl With iodine; magnesium in tetrahydrofuran 2 h; Inert atmosphereReflux; 2: tri-n-propyl borate in tetrahydrofuran T=-78 - 20°C; Inert atmosphere; 3: With hydrogenchloride in water

1.1: AlCl3, aluminium chloride / 3 h / 0 - 80 °C 2.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 3 h / 140 - 200 °C 3.1: iodine; magnesium / tetrahydrofuran / 2 h / |Inert atmosphere; |Reflux 3.2: -78 - 20 °C / |Inert atmosphere View Scheme

1.1: AlCl3, aluminium chloride / 3 h / 0 - 80 °C 2.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 3 h / 140 - 200 °C 3.1: iodine; magnesium / tetrahydrofuran / 2 h / |Inert atmosphere; |Reflux 3.2: -78 - 20 °C / |Inert atmosphere View Scheme

1.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 3 h / 140 - 200 °C 2.1: iodine; magnesium / tetrahydrofuran / 2 h / |Inert atmosphere; |Reflux 2.2: -78 - 20 °C / |Inert atmosphere View Scheme