4-Bromo-4'-methoxybiphenyl → 4-Metoxy-p-quaterphenyl

Participants

Reaction Steps

15 In another 1-liter three-necked flask, 31.5 g (120 mmol) of 4-bromo-4'-metoxybiphenyl and 108 mg (0.2 mmol) of NiC12(1,3-bis(diphenylphosphino)propane) (NiCl2 (dppp)) were added, which were dissolved into 500 ml of anhydrous THF. This solution was kept at 0° C. under a nitrogen atmosphere, and the Grignard reagent was added dropwise over a period of about 1 hour with stirring. During the addition, the orange color of the Ni catalyst disappeared, and the reaction mixture became brown. The reaction mixture was then refluxed with stirring for 5 hours to complete the reaction. After the reaction, the precipitated white solid was filtered, and washed with a small amount of THF. Recrystallization from sulforane gave 30.6 g (yield, 76%) of 4-metoxy-p-quaterphenyl (MQ). The liquid-crystal transition temperature of the MQ was 328° C.

Provenance & Evidence