1. Enantioselective Recognition by a New Chiral Stationary Phase at the Receptor Level
2. Minireceptor 1.5-Allyloxyisophthaloyl chloride (0.63 g, 2.45 mmol) dissolved in 1 mL of THF was added at once to a cooled (0 °C) solution of(R,R)-1,2-diphenylethylenediamine (0.28 g, 2.45 mmol) and diisopropylethylamine (0.85 mL, 4.9 mmol) in 400 mL of THF. After the mixture was stirred for 12 h at 25 °C, the solvent was removed at reduced pressure, the residue was dissolved in CH2CI2, and the organic solution was washed with 0.1 N HCl and brine, dried over Na2SO4, and after solvent removal, purified by preparative HPLC (LiChroprep Si 60, 15−25 μm, 250 × 20 mm i.d. axially compressed column, 0.5% MeOH in CH2Cl2) to afford receptor1as a white solid (0.50 g, 63%). IR (CDCl3): 3437, 3358, 1657, 1593, 1527, 1507 cm-1.1H NMR (CDCl3): 8.54 (brs, 4H), 8.28 (s, 2H), 7.60−7.45 (m, 24H), 5.96−5.77 (m, 2H), 5.60−5.47 (m, 4H), 5.30−5.15 (m, 4H), 4.484.29 (m, 4H).13C NMR (CDCl3): 168.4, 158.7, 138.1, 135.9, 132.3, 128.6, 128.0, 127.8, 118.5, 117.8, 116.5, 69.1, 61.2. MS (FAB)m/z: 797 (M + H+).
3. Semianalytical treatment of solvation for molecular mechanics and dynamics