Synthesis
[0085] 1) Synthesis of 1,1,2,2-tetrakis(4-bromophenyl)ethylene (A). 75 mmol (25 g) of 1,1,2,2-tetraphenylethylene was placed on a watch glass in a desiccator. Add 585 mmol (30 mL) of liquid bromine to the bottom of the desiccator. The desiccator was closed with a lid with small holes to allow the HBr gas generated by the reaction to escape.After 7 days, the resulting yellow solid was collected and recrystallized with dichloromethane/methanol (2:1, v/v) to give a white crystalline product. Yield: 37 g, 76% yield.1H NMR (CDCl3, 300 MHz, 298 K): δ 6.84 (d, 8H, HarH), 7.26 (d, 8H, HbrH). Impurity peak: δ 7.26 (m, CDCl3), δ 1.6 (m, H2O).
References
[1] Journal of the American Chemical Society, 2015, vol. 137, # 32, p. 10064 - 10067
[2] New Journal of Chemistry, 2016, vol. 40, # 11, p. 9415 - 9423
[3] Journal of the American Chemical Society, 2017, vol. 139, # 50, p. 18142 - 18145
[4] Chemistry - A European Journal, 2017, vol. 23, # 35, p. 8390 - 8394
[5] Chemistry - A European Journal, 2017, vol. 23, # 51, p. 12565 - 12574
