Paper
RSC Advances
1
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(E)-Methyl cinnamate. H NMR (400 MHz, CDCl3) d 3.74 (s,
3H), 6.38 (d, 1H, 3J ¼ 16.4 Hz), 7.31–7.33 (m, 3H), 7.45–7.47 (m,
3
2H), 7.63 (d, 1H, J ¼ 16.4 Hz) ppm.
1
(E)-n-Butyl cinnamate. H NMR (400 MHz, CDCl3), d 0.88 (t,
3
3H, J ¼ 7.6 Hz), 1.33–1.40 (m, 2H), 1.59–1.65 (m, 2H), 4.13 (t,
3
3
2H, J ¼ 6.8 Hz), 6.36 (d, 1H, J ¼ 16.0 Hz), 7.29–7.30 (m, 3H),
3
7.43–7.45 (m, 2H), 7.60 (d, 1H, J ¼ 16.4 Hz) ppm.
(E)-n-Butyl-3-(4-chlorophenyl) acrylate. 1H NMR (400 MHz,
CDCl3), d 0.90 (t, 3H, 3J ¼ 7.2 Hz), 1.34–1.39 (m, 2H), 1.57–1.64
(m, 2H), 4.14 (t, 2H, 3J ¼ 6.8 Hz), 6.64 (d, 1H, 3J ¼ 16.0 Hz), 7.45
(d, 2H, 3J ¼ 8.0 Hz), 7.63 (d, 1H, 3J ¼ 16.0 Hz), 7.74 (d, 2H, 3J ¼
8.0 Hz) ppm.
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General procedure for Suzuki coupling reaction
A mixture of aryl halide (1 mmol), phenylboronic acid (1.5
mmol), Et3N (2 mmol) and g-Fe2O3-acetamidine-Pd (0.12 mol%)
was stirred at 100 ꢁC in DMF (2 mL) for an appropriate time
(Table 3). The reaction mixture was cooled to room temperature
and the catalyst was separated by an external magnet, washed
with EtOH, dried and reused for a consecutive run under the
same reaction conditions. Evaporation of the solvent of the
ltrate under reduced pressure gave the crude products. The
pure products were isolated by chromatography on silica gel
eluted with n-hexane : EtOAc (50 : 1).
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Acknowledgements
Financial support of this project by the Iran National Science
Foundation (INSF) and University of Birjand Research Council
is appreciated.
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