1: (m-tolyl)-(9-BBN) With lithium tert-butylate in 2-methyl-propan-1-ol; benzene T=20°C; 0.333333 h; Schlenk techniqueInert atmosphere; 2: 1-bromo-1-methylcyclohexane With [(diglyme)NiBr2]; 4,4'-di-tert-butyl-2,2'-dipyridyl in 2-methyl-propan-1-ol; benzene T=20 - 60°C; Suzuki Coupling; 28.5 h; Schlenk techniqueInert atmosphere;

toluene-4-sulfonic acid Alkylation; 3 h; Heating;

1: triethylamine / CCl4 / 4 h 2: p-toluenesulfonic acid monohydrate / 3 h / Heating View Scheme

water; iron(III) chloride 1) 1 d; Yields of byproduct given;

1: 2) HCl/PCl5 2: 1) TiCl4 / 1) CH2Cl2, -78 deg C, 2) CH2Cl2, 20 min View Scheme

titanium tetrachloride 1) CH2Cl2, -78 deg C, 2) CH2Cl2, 20 min; Yield given. Multistep reaction;