in toluene 11 h; Inert atmosphereReflux;

1.1: Mg; iodine / tetrahydrofuran 1.2: tetrahydrofuran / -78 - 20 °C 2.1: 4.3 g / aq. H2SO4 / cooling 3.1: 72 percent / toluene / 10 h / Heating View Scheme

1.1: sodium hydride / tetrahydrofuran / 60 °C 1.2: 75.3 percent / tetrahydrofuran / Heating 2.1: magnesium; iodine / tetrahydrofuran / Heating 2.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C 3.1: 76 percent / toluene / 10 h / Heating View Scheme

1.1: sodium hydride / tetrahydrofuran / 60 °C 1.2: 75.3 percent / tetrahydrofuran / Heating 2.1: magnesium; iodine / tetrahydrofuran / Heating 2.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C 3.1: 76 percent / toluene / 10 h / Heating View Scheme

1: 2,7-dibromo-9,9-di-n-octylfluorene With magnesium in tetrahydrofuran 2: With boric acid trimethyl ester in tetrahydrofuran T=-70°C; 3: Trimethylene glycol Further stages;

1.1: 85 percent / KOH / tetrahydrofuran / 20 °C 2.1: ferric chloride; bromine / CHCl3 / 3 h / 20 °C 3.1: Mg; iodine / tetrahydrofuran 3.2: tetrahydrofuran / -78 - 20 °C 4.1: 4.3 g / aq. H2SO4 / cooling 5.1: 72 percent / toluene / 10 h / Heating View Scheme

1.1: ferric chloride; bromine / CHCl3 / 3 h / 20 °C 2.1: Mg; iodine / tetrahydrofuran 2.2: tetrahydrofuran / -78 - 20 °C 3.1: 4.3 g / aq. H2SO4 / cooling 4.1: 72 percent / toluene / 10 h / Heating View Scheme