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- W2188979220 abstract "[76189-55-4] C44H32P2 (MW 622.70) InChI = 1/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H InChIKey = MUALRAIOVNYAIW-UHFFFAOYAX (chiral diphosphine ligand for transition metals;2 the complexes show high enantioselectivity and reactivity in a variety of organic reactions) Alternate Name: BINAP. Physical Data: mp 241–242 °C; −229 ° (c = 0.312, benzene) for (S)-BINAP.3a Solubility: sol THF, benzene, dichloromethane; modestly sol ether, methanol, ethanol; insol water. Form Supplied in: colorless solid. Analysis of Reagent Purity: GLC analysis (OV-101, capillary column, 5 m, 200–280 °C) and TLC analysis (E. Merck Kieselgel 60 PF254, 1:19 methanol–chloroform); Rf 0.42 (BINAPO, dioxide of BINAP), 0.67 (monoxide of BINAP), and 0.83 (BINAP). The optical purity of BINAP is analyzed after oxidizing to BINAPO by HPLC using a Pirkle column (Baker bond II) and a hexane/ethanol mixture as eluent.3a Preparative Methods: enantiomerically pure BINAP is obtained by resolution of the racemic dioxide, BINAPO, with camphorsulfonic acid or 2,3-di-O-benzoyltartaric acid followed by deoxygenation with Trichlorosilane in the presence of Triethylamine.3a A nickel-catalyzed coupling reaction between the chiral ditriflate of binaphthol and diphenylphosphine in the presence of DABCO generates chiral BINAP directly.3b Handling, Storage, and Precautions: solid BINAP is substantially stable to air, but bottles of BINAP should be flushed with N2 or Ar and kept tightly closed for prolonged storage. BINAP is slowly air oxidized to the monoxide in solution." @default.
- W2188979220 created "2016-06-24" @default.
- W2188979220 creator A5010969676 @default.
- W2188979220 creator A5043511484 @default.
- W2188979220 creator A5054350731 @default.
- W2188979220 date "2005-10-15" @default.
- W2188979220 modified "2023-09-24" @default.
- W2188979220 title "(R)- & (S)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl" @default.
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