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4. Conclusion
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In summary we have developed an environment-friendly
catalytic system based on functionalized mesoporous polymer
material grafted with Pd nanoparticle at its surface. Heck C–C
coupling reaction for a variety of aryl and heteroaryl iodides,
bromides and chlorides undergoes very efficiently using this meso-
porous polymer supported palladium catalyst in water as reaction
medium. The method provides green protocol that water as a
solvent/reaction medium prevents environmental concerns. The
catalyst can be recycled without loss of efficiency and thus the strat-
egy described herein has high potential in eco-friendly catalysis.
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[46] 1H and 13C NMR chemical shifts for different coupling products reported in
Tables 1, 2 and 3.;
trans-stilbene (table* 1, entry 1): White solid; 1H NMR (300 MHz, CDCl3) ı
7.44 (4H, d, J = 6 Hz), 7.30 (5H, t), 7.19 (3H, t); 13C NMR (300 MHz, CDCl3) ı
137.4, 128.8, 128.2, 127.7, 126.6.;
Acknowledgements
trans-cinnamic acid (table* 1, entry 3): White solid; 1H NMR (500 MHz, CDCl3)
ı 7.74 (1H, d, J = 20 Hz), 7.49 (2H, d, J = 2 Hz), 7.42–7.22 (3H, m), 6.36 (1H, d,
117.4.;
AB wishes to thank DST New Delhi for providing instrumental
facilities through the Nano Mission Initiatives. JM and AM thank
CSIR, New Delhi for their respective senior research fellowships.
trans-4-methoxycinnamic acid (table* 1, entry 4): White solid; 1H NMR (300
MHz, CDCl3) ı 7.70 (1H, d, J = 18 Hz), 7.45 (2H, d, J = 9 Hz), 6.86 (2H, d, J = 9 Hz),
6.27 (1H, d, J = 15 Hz), 3.77 (3H, s); 13C NMR (300 MHz, CDCl3) ı 171.9, 161.8,
146.7, 130.1, 126.9, 114.6, 55.5.;
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n-Butyl trans-cinnamate;1; (table* 1, entry 5): Colorless oily liquid; 1H NMR
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m), 6.39 (1H, d, J = 18 Hz), 4.15 (2H, t), 1.66–1.59 (2H, m), 1.37–1.30 (2H, m),
0.91 (3H, t); 13C NMR (300 MHz, CDCl3) ı 167.2, 144.7, 134.5, 129.2, 128.3,
127.9, 118.3, 64.5, 30.8, 19.3, 13.8.;
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n-Butyl trans-4-methyl cinnamate (table* 1, entry 6): Pale yellow liquid, 1
H
NMR (300 MHz, CDCl3) ı 7.69 (1H, d, J = 18 Hz), 7.43 (2H, d, J = 12 Hz), 7.26 (2H,
d, J = 18 Hz), 6.42 (2H, d, J = 15 MHZ), 4.23 (2H, t), 2.39 (3H, s), 1.71–1.64 (2H,
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trans-4-nitrocinnamic acid;1; (table* 1, entry 7): White solid, 1H NMR (300
MHz, DMSO-d6) ı 8.25 (2H, d, J = 9 Hz), 7.99 (2H, d, J = 9 Hz), 7.71 (1H, d,
J = 15 Hz), 6.76 (1H, d, J = 15 Hz); 13C NMR (300 MHz, DMSO-d6) ı 167.5, 148.5,
141.8, 141.3, 129.8, 124.4, 124.2.;
trans-4-methoxystilbene (table* 1, entry 8): White solid, 1H NMR (500 MHz,
CDCl3) ı 7.09 (1H, d, J = 9 Hz), 7.001 (1H, d, J = 9.6 Hz), 6.919 (2H, d, J = 8.5 Hz),
7.508 (2H, d, J = 9 Hz), 7.473 (2H, d, J = 8.5 Hz), 7.368 (2H, t), 7.260 (1H, t), 3.838
(3H, s); 13C NMR (500 MHz, CDCl3) ı 159.4, 137.7, 130.3, 128.7, 128.3, 127.8,
127.3, 126.7, 126.3, 114.2, 55.4.;
trans-4-methylstilbene (table* 1, entry 9): 1H NMR (300 MHz, CDCl3) ı 7.43
(2H, d, J = 7.2 Hz), 7.34 (2H, d, J = 6 Hz), 7.10 (2H, d, J = 9 Hz), 7.32 (3H, t), 7.18
(2H, d, J = 6 Hz), 2.28.(3H,;1; s).;
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7.42-7.33 (4H, m), 7.17 (1H, d, J = 18 Hz); 13C NMR (300 MHz, CDCl3) ı 146.8,
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6.42 (1H, d, J = 15 Hz), 2.98 (3H, s); 13C NMR (300 MHz, CDCl3) ı 172.5, 147.2,
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3-pyridyl styrene (table* 1, entry 12): Brown colored solid, 1H NMR (300 MHz,
CDCl3) ı 8.69 (1H, s), 8.46 (1H, d, J = 3 Hz), 7.78 (1H, d, J = 9 Hz), 7.50 (2H, d,
J = 6 Hz), 7.37 (2H, t), 7.29–7.21 (2H, m), 7.15 (1H, d, J = 18 Hz), 7.04 (1H, d,
J = 18 Hz); 13C NMR (300 MHz, CDCl3) ı 148.4, 136.5, 132.9, 132.6, 130.8, 128.7,
128.1, 126.6, 124.7, 123.5.;
trans-3-fluorostilbene (table* 1, entry 13): Brownish white solid, 1H NMR
(300 MHz, CDCl3) ı 7.55 (2H, d, J = 9 Hz), 7.41-7.30 (7H, m), 7.11 (1H, d, J = 6 Hz),
6.97 (1H, s); 13C NMR (300 MHz, CDCl3) ı 161.7, 139.9, 136.9, 130.4, 128.8,
128.1, 127.6, 126.8, 126.6, 114.6, 113.0.;
trans-4-formylstilbene (table* 2, entry 4): White solid, 1H NMR (300 MHz,
DMSO-d6) ı 9.96 (1H, s), 7.90 (2H, d, J = 9 Hz), 7.81 (2H, d, J = 9 Hz), 7.65 (2H,
136.4, 135.0, 131.9, 129.9, 128.7, 128.3, 127.2, 126.9, 126.9.;
trans-4-cyanostilbene (table* 2, entry 3): Grey solid, 1H NMR (300 MHz,
CDCl3) ı 7.18 (1H, d, J = 12 Hz), 7.25 (1H, d, J = 3 Hz), 7.40–7.31 (2H, m), 7.81
(1H, t), 7.69–7.51 (6H, m); 13C NMR (300 MHz, CDCl3) ı 141.9, 136.4, 132.6,
132.0, 129.0, 128.7, 126.9, 126.8, 119.1, 110.6.;
2-thiophenyl ethylacrylate (table* 2, entry 5): Brown colored liquid, 1H NMR
(300 MHz, CDCl3) ı 7.21 (2H, d, J = 6 Hz), 7.04 (1H, t), 6.90 (1H, d, J = 18 Hz), 6.66
(1H, d, J = 9 Hz), 3.75 (2H, q), 1.25 (3H, t); 13C NMR (300 MHz, CDCl3) ı 167.2,
144.7, 134.5, 130.3, 129.2, 128.1, 127.9, 64.5, 13.8.
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