With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17261-28-8,2-(Diphenylphosphino)benzoic acid,as a common compound, the synthetic route is as follows.
General procedure: To a diethyl ether solution (20 mL) of AgCF3SO3 (51 mg,0.2 mmol) was added the corresponding phosphinobenzoic acid(61 mg, 0.2 mmol), and the reaction stirred for 2 h protected fromthe light. The insoluble compounds were filtered off, washed anddried. A second fraction was obtained by evaporation ca. 2 ml and addition of hexane. Compounds 1?2 were obtained as whitesolids. Yield of 1: 78 mg, 70percent. Anal. Calc. for C40H30Ag2F6O10P2S2:C, 42.65; H, 2.68; N, 0. Found: C, 42.37; H, 2.75; N, 0percent. 1H NMR(d6-acetone): d 8.37 (d, JHH = 7.6 Hz, 1H, H6), 7.76 (td, JHH = 7.6 Hz,JHP = 1.4 Hz, 1H, H5), 7.70 (td, JHH = 7.6 Hz, JHP = 1.4 Hz, 1H, H4),7.59?7.45 (m, 10H, Ph), 7.04 (t, JHP = JHH = 7.8 Hz, 1H, H3). 1HNMR (50 C, d6-acetone): d 12.49 (brs, 1H, COOH), 8.40 (ddd,JHH = 7.5 and 1.5 Hz, JHP = 4.4 Hz, 1H, H6), 7.82 (t, JHH = 7.5 Hz, 1H,H5), 7.77 (t, JHH = 7.5 Hz, 1H, H4), 7.60?7.43 (m, 10H, Ph),6.94 (ddd, JHP = 9.2 and 1.2 Hz, JHH = 7.5 Hz, 1H, H3). 19F NMR(d6-acetone): 77.58 (s). 31P NMR (d6-acetone): 15.6 (brs).31P NMR (50 C, d6-acetone): 15.5 (d, 1J107Ag?31P = 736 and1J109Ag?31P = 849 Hz). IR (KBr): 3060 m(O?H), 1673 m(CO), 1257,1223, 1209, 635 (CF3SO3) cm?1. Yield of 2: 91 mg, 81percent. Anal. Calc.for C20H15AgF3O5PS: C, 42.65; H, 2.68; N, 0. Found: C, 42.60; H,2.84; N, 0percent. 1H NMR (d6-acetone): d 11.5 (brs, 1H, COOH), 8.13(d, JHH = 8.0 Hz, 2H, H2), 7.68?7.55 (m, 12H, H3+Ph). 1H NMR(50 C, d6-acetone): d 12.54 (brs, 1H, COOH), 8.15 (dd, JHP =1.6 Hz, JHH = 8.4 Hz, 2H, H2), 7.68?7.53 (m, 12H, H3+Ph). 19F NMR(d6-acetone): 77.6 (s). 31P NMR (d6-acetone): 14.5 (d, 1JAg?P =721 Hz). 31P NMR (50 C, d6-acetone): 13.8 (d, 1J107Ag-31P = 690and 1J109Ag-31P = 795 Hz). IR (KBr): 3054 m(O?H), 1687 m(CO),1223, 635 (CF3SO3) cm1.
As the paragraph descriping shows that 17261-28-8 is playing an increasingly important role.
Reference£º
Article; Miguel-Coello, Ana B.; Bardaji, Manuel; Inorganica Chimica Acta; vol. 423; PA; (2014); p. 219 – 224;,
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