potassium phosphate; bis(1,5-cyclooctadiene)nickel (0); Im'CH2Im' in N,N-dimethyl acetamide T=80°C; Suzuki Coupling; 2 h;

potassium phosphate; bis(1,5-cyclooctadiene)nickel (0); Im'CH2Im' in N,N-dimethyl acetamide T=80°C; Suzuki Coupling; 9 h;

1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; copper(l) iodide in N,N-dimethyl-formamide T=135 - 140°C; 24 h;

triethylamine in toluene

palladium dichloride in N,N-dimethyl-formamide T=130°C; 6 h; under airsealed tube;

1: 88 percent / PdCl2(CH3CN)2; 2'-(dicyclohexyl-phosphanyl)-2,4,6-triisopropyl-biphenyl; CS2CO3 / acetonitrile / 12 h / 90 °C 2: 83 percent / Pd2dba3; di-t-butyl-(2',4',6'-triisopropyl-biphenyl-2-yl)-phosphane; KOH / dioxane; H2O / 8 h / 100 °C View Scheme

1: 88 percent / PdCl2(CH3CN)2; 2'-(dicyclohexyl-phosphanyl)-2,4,6-triisopropyl-biphenyl; CS2CO3 / acetonitrile / 12 h / 90 °C 2: 83 percent / Pd2dba3; di-t-butyl-(2',4',6'-triisopropyl-biphenyl-2-yl)-phosphane; KOH / dioxane; H2O / 8 h / 100 °C View Scheme

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, a) -78 deg C, 0.5 h, b) RT, 0.5 h 2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, RT 3: conc. hydrochloric acid / aq. ethanol / 0.5 h / Ambient temperature 4: 32 percent / p-toluenesulfonic acid, acetic acid / 24 h / Heating View Scheme

1: conc. hydrochloric acid / aq. ethanol / 0.5 h / Ambient temperature 2: 32 percent / p-toluenesulfonic acid, acetic acid / 24 h / Heating View Scheme

toluene-4-sulfonic acid; acetic acid 24 h; Heating;