PAPER
Palladium Supported on Polyionic Resin
1145
Ethyl 4-(4-Tolyl)but-3-ynoate (5d)
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IR (Nujol): 2924, 2854, 2357, 2337, 1732, 1456, 1258 cm–1.
1H NMR (300 MHz, CDCl3): d = 7.35 (d, J = 8.1 Hz, 2 H), 7.12 (d,
J = 8.1 Hz, 2 H), 4.91 (s, 2 H), 2.41 (q, J = 7.5 Hz, 2 H), 2.35 (s, 3
H), 1.18 (t, J = 7.5 Hz, 3 H).
13C NMR (75 MHz, CDCl3): d = 138.9, 131.8, 129.1, 119.1, 86.6,
82.3, 52.8, 27.4, 21.5, 9.0.
1-(4-Bromo-2-methoxyphenyl)-2-(4-tolyl)ethyne (5e)
Mp 81–82 °C.
IR (Nujol): 2924, 2854, 2671, 2372, 1456, 1244 cm–1.
1H NMR (300 MHz, CDCl3): d = 7.59 (d, J = 2.4 Hz, 1 H), 7.43 (d,
J = 8.1 Hz, 2 H), 7.36 (dd, J = 8.7, 2.4 Hz, 1 H), 7.14 (d, J = 8.1 Hz,
2 H), 6.74 (d, J = 8.7 Hz, 1 H), 3.87 (s, 3 H), 2.35 (s, 3 H).
13C NMR (75 MHz, CDCl3): d = 158.9, 138.6, 135.7, 132.1, 131.6,
129.1, 119.9, 114.8, 112.3, 94.9, 83.6, 56.1, 21.5.
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Synthesis 2009, No. 7, 1137–1146 © Thieme Stuttgart · New York