1: 1,4-dimethoxy-2-fluorobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.75 h; Inert atmosphere; 2: 2,4,6-iPr3C6H2MgBr in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere; 3: With iodine in tetrahydrofuran; hexane T=0 - 20°C; Inert atmosphere;

1: 2-bromo-1,3,5-triisopropylbenzene With magnesium; ethylene dibromide in tetrahydrofuran 1.5 h; Inert atmosphereReflux; 2: 1,4-dimethoxy-2-fluorobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere; 3: With iodine in tetrahydrofuran; hexane T=0 - 20°C; 1.25 h; Inert atmosphere; Product distribution / selectivity;

1: 2-bromo-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl With ethylene dibromide in tetrahydrofuran; toluene T=80°C; 2 h; Inert atmosphere; 2: chlorodi-tert-butylphosphine With copper(l) chloride; lithium bromide in tetrahydrofuran; toluene T=120°C; 12 h; Inert atmosphere;

1.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere 1.2: 15.2 h / -78 - 20 °C / Inert atmosphere 1.3: 0 °C / Inert atmosphere 2.1: ethylene dibromide / tetrahydrofuran; toluene / 2 h / 80 °C / Inert atmosphere 2.2: 12 h / 120 °C / Inert atmosphere View Scheme

1: 2-iodo-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.666667 h; Inert atmosphere; 2: chloro-dicyclohexylphosphine in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere;

1: 2-iodo-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl With tert.-butyl lithium in tetrahydrofuran; hexane T=-78°C; 0.833333 h; Inert atmosphere; 2: chlorodi-tert-butylphosphine With copper(l) chloride in tetrahydrofuran; hexane T=-78 - 70°C; 60.1667 h; Inert atmosphere;

1: 2-iodo-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl With tert.-butyl lithium in toluene; pentane T=-78°C; 0.666667 h; Inert atmosphere; 2: chlorodi-1-adamantylphosphine With copper(l) chloride in toluene; pentane T=-78 - 140°C; 24 h; Inert atmosphere;

1: 2-iodo-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; Inert atmosphere; 2: chloro-bis(3,5-di(trifluoromethyl)-phenyl)phosphane With copper(l) chloride in tetrahydrofuran; hexane T=70°C; 18 h; Inert atmosphere;