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<A NAME="RD30603ST-12">12</A> For a recent preparation of 5 via a similar procedure, see:
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A mixture of tetraphenylethylene (0.11 g, 0.33 mmol), I2 (0.23 g, 0.80 mmol) and PhI(OAc)2 (0.31 g, 0.80 mmol) in dry CHCl3 (7 mL) was stirred at r.t. in the dark for 60 h. The reaction mixture was filtered
and the residue washed with cold benzene. It was then recrystallized from CCl4 to give the tetraiodide 5 (80%); mp >250 °C. UV/Vis (CHCl3):
λ = 265 (ε = 38250 dm3mol-1cm-1), 330 (ε = 17375
dm3mol-1cm-1) nm. 1H NMR (300 MHz, CDCl3): δ = 6.78 (d, 8 H, J = 7.7 Hz), 7.40 (d, 8 H, J = 7.7 Hz).
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Compound 8: IR (CHCl3): 3000, 2910, 2090, 1480 cm-1. 1H NMR (300 MHz, DMSO-d
6): δ = 3.24 (s, 4 H), 6.90 (d, 8 H, J = 8 Hz), 7.12 (d, 8 H, J = 8 Hz). C34H20 requires C, 95.32; H, 4.67%. Found: C, 95.16; H, 4.71; Compound 9: IR (CHCl3): 3300, 3000, 1605, 1450 cm-1. 1H NMR (300 MHz, DMSO-d
6): δ = 4.26 (d, 8 H, J = 5.4 Hz), 5.31 (t, 4 H, J = 5.4 Hz), 6.94 (d, 8 H, J = 7.8 Hz), 7.22 (d, 8 H, J = 7.8 Hz). Compound 10: IR (CHCl3): 3000, 2930, 1700, 1650, 1600, 1465 cm-1. 1H NMR (300 MHz, DMSO-d
6): δ = 4.31 (s, 8 H), 7.04 (d, 8 H, J = 8 Hz), 7.32 (d, 8 H, J = 8 Hz), 7.50-7.82 (m, 8 H), 7.86-8.30 (m, 16 H), 8.70 (br s, 4 H). C82H52O8 requires C, 84.53; H, 4.46%. Found: C, 84.19; H, 4.66. Compound 11: IR (CHCl3): 2920, 1708, 1630, 1360, 1305 cm-1. 1H NMR (300 MHz, DMSO-d
6): δ = 1.33 (t, 12 H, J = 7 Hz), 4.20 (q, 8 H, J = 7 Hz), 6.56 (d, 4 H, J = 15 Hz), 7.07 (d, 8 H, J = 8 Hz), 7.40 (d, 8 H, J = 8Hz), 7.78 (d, 4 H, J = 15 Hz).
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