With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5931-53-3,Diphenyl(o-tolyl)phosphine,as a common compound, the synthetic route is as follows.
To a Schlenk flask charged with a solution of [Ph2P(o-tolyl)] (1 g, 3.61 mmol) in hexane (40 mL),tetramethylethylenediamine, TMEDA (0.54 mL, 3.61 mmol) and nBuLi (1.44 mL of a hexane solution,3.61 mmol) were added at -78 C with stirring. The reaction mixture was then kept at 0 C for 16 h,after which it was filtered and dried under reduced pressure yielding an extremely air and moisturesensitive yellow-orange solid. Crystals for the X-ray experiment were obtained from benzene. Yield:(1.24 g, 86%). m.p.: 146-148 C. 1H NMR (500 MHz, C6D6, 298 K): delta 7.57 (m, 4H, CH arom), 7.36 (m, 1H,CH arom), 7.16 (m, 1H, CH arom), 7.09 (m, 3H, CH arom), 7.03 (m, 2H, CH arom), 6.99 (m, 1H, CH arom),6.73 (m, 1H, CH arom), 6.19 (m, 1H, CH arom), 2.35 (br, 2H, CH2Li), 1.85 (s, 12H, CH3N), 1.65 (s, 4H,CH2N). 13C{1H} NMR (100.68 MHz, C6D6, 298 K): delta 43.71 (d, CH2-Li, 3JP,C = 17.5 Hz), 45.57 (s, CH3N),56.87 (s, CH2N), 108.12 (s, CH, o-tolyl), 120.68 (s, CH, o-tolyl), 127.94 (s, CH, Phenyl), 128.03 (d, CH,3JP,C = 7.4 Hz, Phenyl), 128.3 (s, CH, o-tolyl), 128.80 (s, CH, Phenyl), 132.79, (s, CH, o-tolyl), 133.9 (d, CH,2JP,C = 20.1 Hz, o-tolyl), 134.2 (s, CH, 2JP,C = 17.5 Hz, Phenyl), 136.27 (d, C-P, 1JP,C = 12.57 Hz, o-tolyl),136.66 (d, C-P, 1JP,C = 11.3 Hz, Phenyl), 157.5 (d, C-P, 1JP,C = 26.39 Hz, o-tolyl). 31P{1H} NMR (161.92MHz, C6D6, 298 K): delta 15.30 (s, w1/2 4 Hz).). 7Li NMR (155.45 MHz, C6D6, 298 K): delta 1.59 (s). IR(KBr/cm-1): 3059 (m), 2962 (m), 1585 (m), 1470 (m), 1434 (m), 1258 (m), 1176 (m), 1088 (m), 1026 (m),803 (m), 742 (s), 693 (s), 551 (m), 511 (m).
The synthetic route of 5931-53-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Rufino-Felipe, Ernesto; Mu Oz-Hernandez, Miguel-Angel; Montiel-Palma, Virginia; Molecules; vol. 23; 1; (2018);,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate