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/cm1021068A 500 mL round bottomed flask was purchased with chlorotriphenylmethane (25.0 g, 89.7 mmol, 1 eq.) and aniline (22.0 mL, 22.5 g, 232 mmol, 2.6 eq.). The reaction mixture was heated up to 190 °C under vigorous stirring. After 15 min, the reaction mixture was allowed to cool to room temperature. Then, a solution of aqueous HCl (2 m, 100 mL) and methanol (150 mL) were added to the pulverized solid and the reaction mixture was heated for 30 min at 80 °C. After cooling to room temperature, the resulting solid was filtered off, washed with water (250 mL) and dried in vacuo (70 °C, 18 h).In a 1 L round bottomed flask, the dry solid was suspended in DMF (250 mL) and cooled to –15 °C. At this temperature, sulfuric acid (96%, 27.5 mL) and isoamylnitrite (19.9 mL, 17.3 g, 148 mmol, 1.7 eq.) were added slowly and the resulting suspension was stirred for 1 h. After this, hypophosphoric acid (30%, 75 mL) was added dropwise. Once the addition was completed, the reaction mixture was heated at 50 °C until the evolution of gas had ceased. Then, the solid was filtered off and washed subsequently with DMF (250 mL), water (250 mL) and ethanol (250 mL). This washing procedure was repeated twice. After drying in vacuo (70 °C, 18 h), tetraphenylmethane was obtained as a brownish powder (26.7 g, 83.3 mmol, 93%).Analysis of the target compound: 1H NMR (400 MHz, CDCl3) δ: 7.17–7.06 (m, 20H, ArH); 13C NMR (100 MHz, CDCl3) δ: 146.8, 131.1, 127.4, 125.9, 65.0; IR (DRIFT, cm–1) 3085 (vw), 3059 (vw), 3030 (vw), 1961 (vw), 1681 (vw), 1594 (m), 1492 (m), 1442 (vw), 1323 (vw), 1183 (vw), 1082 (vw), 1036 (vw), 1002 (vw), 891 (vw), 766 (w), 751 (w), 702 (m), 635 (w), 525 (vw), 492 (vw); MS (70 eV, EI) 320 (M+), 243, 165, 77; HRMS calcd for C25H20 320.1565, found 320.1564.
