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A typical experimental procedure for the synthesis of 4a is given as follows: to a test tube equipped with a magnetic stirrer chip were added 1 (0.082 g, 0.25 mmol, 2a (0.267 g, 1.5 mmol, 3 (0.041 g, 0.25 mmol, KHCO3 (0.050 g, 0.50 mmol, DMF (4 mL, and H 2O (1 mL, The mixture was stirred at 100°C for 10 min. Then, a DMF solution of PdCl2(PhCN)2 (0.025 M, 0.20 mL, 0.0050 mmol) was added and the mixture was stirred at 100°C for 24 h. After pouring into brine (10 mL, the aqueous phase was extracted three times with CHCl 3 (5 mL each, After drying over magnesium sulfate, the organic solution was concentrated and was precipitated into a large excess amount of methanol to give 4a in a 76% yield (0.096 g, 1H NMR (300 MHz, CDCl3, δ) 6.19-8.04, C6H5 and -C 6H4- 28H, 13C NMR (75 MHz, CDCl3, δ) 126
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-1) 3025, 2992, 2920, 2866, 1905, 1794, 1655, 1607, 1508, 1487, 1449, 1404, 1273, 1182, 1113, 1020, 1005, 965, 909, 816, 768, 733.
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The similar fluorescent behavior has also been reported in the cases of 5 and a polymer having analogous fully substituted vinylene structure. See Refs. 8 and 9.
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The similar fluorescent behavior has also been reported in the cases of 5 and a polymer having analogous fully substituted vinylene structure. See Refs. 8 and 9.
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