反应详情

A solution of 11 (229 mg, 1.00 mmol) in THF (10 mL) was sequentially treated with BF3.OEt2 (0.13 mL, 1.05 mmol), n-BuLi (0.45 mL, 2.45 M, 1.10 mmol) and Ph2PCl (0.22 mL, 1.20 mmol). Standard workup followed by column chromatography of the pre-adsorbed product (silica gel, Et2O) gave an orange solid. Recrystallization from Et2O afforded 12f (317 mg, 77%) as orange needles in two crops; mp 146-148° C. (Et2O); IR (KBr) vmax 3090, 3050, 2952, 2840, 2780, 1494 cm−1; 31P NMR (121.5 MHz, CDCl3) −20.37; 1H NMR (600 MHz, CDCl3) 7.55-7.52 (m, 2H), 7.39 (m, 3H), 7.28 (m, 5H), 4.20 (s, 1H), 4.13 (s, 5H), 4.10 (t, 1H, J=2.4 Hz), 3.50 (s, 1H), 2.69 (s, 6H) ppm; 13C NMR (150.9 MHz, CDCl3) 139.8 (d, J=11.0 Hz), 137.9 (d, J=10.6 Hz), 135.3 (d, J=22.6 Hz), 132.4 (d, J=18.1 Hz), 129.0, 128.1 (d), 128.0 (d), 127.8, 119.0 (d, J=18.1 Hz), 68.7, 68.5 (d, J=3.0 Hz), 65.9 (d, J=10.6 Hz), 65.2, 60.1, 45.5 ppm; EIMS [m/z (%)] 413 (M+, 100); HRMS (EI) calcd for C24H24NP56Fe: 413.0995. Found 413.0991. Anal. Calcd for C24H24NPFe: C, 69.75; H, 5.85. Found: C, 69.87; H, 5.94.

1. customgave an orange solid
2. customRecrystallization from Et2O