The synthetic route of 7650-91-1 has been constantly updated, and we look forward to future research findings.
7650-91-1, Benzyldiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
7650-91-1, A 25 mL flask was charged with IrCl3.3H2O (210 mg, 0.6 mmol) and benzyldiphenyl phosphine (331 mg, 1.2 mmol) then dry and degassed 2-methoxyethanol (10 mL) was added as solvent. The reaction mixture was heated at 120 C. for 12 hour. After cooling to room temperature, fppzH (86 mg, 0.4 mmol) and Na2CO3 (636 mg, 6.0 mmol) were added into the flask, followed by stirring at RT for another 3 hour. The reaction was quenched by addition of excess water which resulted in the pale yellow precipitate. The precipitate was collected by the filtration and then washed with ice MeOH and diethyl ether. Purification by flash column using CH2Cl2 as eluent gave a chloride intermediate which could be further purified by recrystallization in mixed CH2Cl2 and hexane solution with 40% yield (240 mg, 0.24 mmol). After then, a mixture of chloride intermediate (99 mg, 0.1 mmol), AgOTf (28 mg, 0.12 mmol) and dry 2-methoxyethanol (5 mL) was refluxed in the dark for 2 hour and then cooled to room temperature. After removal of the white precipitate by filtration, the collected filtrate was added excess water. The resulting white precipitate could be collected by filtration, followed by washing with ice methanol and diethyl ether. Purification was conducted by flash column using CH2Cl2 as eluent and then recrystallization in mixed solution of CH2Cl2 and hexane gave 5a as white powder with 37% yield (70 mg, 0.037 mmol).Spectral data of 5a: MS (FAB, 192Ir), 955 [M+]. 1H NMR (500 MHz, CDCl3, 294K): delta 7.89 (d, J=8.0 Hz, 1H), 7.87 (d, J=8.0 Hz, 1H), 7.50 (d, J=6.5 Hz, 1H), 7.43 (t, J=9.0 Hz, 2H), 7.33-7.25 (m, 3H), 7.21 (d, J=7.5 Hz, 1H), 7.16-7.13 (m, 3H), 7.11-7.08 (m, 5H), 6.96 (t, J=7.5 Hz, 1H), 6.85 (t, J=7.5 Hz, 1H), 6.82-6.79 (m, 3H), 6.77 (s, 1H), 6.72 (t, J=7.3 Hz, 1H), 6.69-6.66 (m, 3H), 6.61 (t, J=8.8 Hz, 2H), 6.43 (t, J=6.8 Hz, 1H), 6.32 (t, J=8.5 Hz, 2H), 6.18 (t, J=5.8 Hz, 1H), 4.05 (dd, J=15.0, 8.8 Hz, 1H), 3.77 (dd, J=15.0, 8.8 Hz, 1H), 3.46 (dd, J=16.5, 9.7 Hz, 1H), 2.17 (dd, J=16.5, 9.7 Hz, 1H). 19F {1H} NMR (470 MHz, CDCl3, 294K): delta -60.27 (s, 3F).31P {1H} NMR (202 MHz, CDCl3, 294K): delta 6.29 (d, J=11.1 Hz, 1P), 6.18 (d, J=11.1 Hz, 1P).
The synthetic route of 7650-91-1 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; YUN CHI; US2008/161568; (2008); A1;,
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