The information given below was retrieved and reworked from the publication: Porous Polymer Networks: Synthesis, Porosity, and Applications in Gas Storage/Separation by Weigang Lu, Daqiang Yuan, Dan Zhao, Christine Inge Schilling, Oliver Plietzsch, Thierry Muller, Stefan Bräse, Johannes Guenther, Janet Blümel, Rajamani Krishna, Zhen Li and Hong-Cai Zhou. https://doi.org/10.1021/cm1021068To a three necked round bottomed flask containing bromine (64.0 mL, 199 g, 1.25 mol, 20 eq.), tetraphenylmethane (20.0 g, 62.4 mmol, 1 eq.) was added in small portions under vigorous stirring at room temperature. After the addition was completed, the resulting solution was stirred for 20 min and then cooled to –78 °C. At this temperature, ethanol (150 mL) was added slowly and the reaction mixture was allowed to warm to room temperature overnight. After this, the precipitate was filtered off and washed subsequently with saturated aqueous sodium hydrogensulfite solution (100 mL) and water (100 mL). After drying in vacuo, tetrakis(4-bromophenyl)methane was obtained as a yellow solid (38.0 g, 59.7 mmol, 96%).Analysis of the target compound: 1H NMR (400 MHz, CDCl3) δ: 7.39 (d, J = 8.7 Hz, 8H, ArmH), 7.01 (d, J = 8.7 Hz, 8H, AroH); 13C NMR (100 MHz, CDCl3) δ: 144.4, 132.3 131.3, 120.8, 63.6; IR (DRIFT, cm–1) 3066 (vw), 1919 (vw), 1794 (vw), 1637 (vw), 1572 (vw), 1482 (m), 1397 (w), 1308 (vw), 1214 (vw), 1185 (vw), 1111 (vw), 1079 (w), 1044 (vw), 1010 (m), 950 (vw), 916 (vw), 833 (w), 811 (m); MS (70 eV, EI) 640/638/636/634/632 (M+), 559/557/555/553, 489/481/479/477, 401/399, 321/319; HRMS calcd for C25H16Br4 635.7946, found 635.7948.
