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10. 1‐Ρhenylnaphthalene (Table 3, entry 15): White solid.
Melting point = 42–45 °C; 1H NMR (400 MHz,
CDCl3): δ (ppm) = 7.91–7.85 (m, 3H), 7.54–7.47 (m,
6H), 7.44 (t, J = 4.0 Hz, 3H)
2.10 | General procedure for Mizoroki–
Heck cross‐coupling reaction
Aryl halide (1.0 mmol), alkene (1.2 mmol), MNPs‐MIC‐
Pd nanomagnetic catalyst (0.05 mol% of Pd respected to
aryl halide) and base (2.0 mmol) were taken in EtOH:
H2O (1:1) (10 ml). Then reaction mixture was stirred at
room temperature for required time and progress of reac-
tion was monitored by thin layer chromatography. After
reaction, MNPs‐MIC‐Pd nanomagnetic catalyst was sepa-
rated by an external magnet. The reaction mixture was
diluted with water and the resultant mixture was
extracted with dichloromethane (20 ml) to isolate the
product, dried over anhydrous MgSO4, filtered off and
evaporated under reduced pressure. The crude products
were purified by column chromatography to afford the
corresponding products in good yields. All the cross‐
coupled products were known molecules and were con-
11. 4‐Cyanobiphenyl (Table 3, entry 16): Off‐white crys-
1
talline powder. Melting point = 85–87 °C; H NMR
(400 MHz, CDCl3): δ (ppm) = 7.74 (d, J = 8.0 Hz,
2H), 7.69 (d, J = 4.0 Hz, 2H), 7.60 (d, J = 8.0 Hz,
2H), 7.50 (t, J = 6.0 Hz 2H), 7.44 (t, J = 6.0 Hz 1H).
12. 4‐(τert‐butyl)‐1,1′‐biphenyl (Table 3, entry 17): Light
1
brown powder, Melting point = 50–52 °C; H NMR
(400 MHz, CDCl3): δ (ppm) = 7.60 (d, J = 8.0 Hz,
2H), 7.55 (d, J = 8.0 Hz, 2H), 7.48 (d, J = 8.0 Hz,
2H), 7.44 (t, J = 6.0 Hz, 2H), 7.34 (t, J = 6.0 Hz, 1H),
1.37 (s, 9H).
13. 2,4‐Difluoro‐1,1′‐biphenyl (Table 3, entry 18): Pale
1
yellow crystals. Melting point = 61–63 °C; H NMR
(400 MHz, CDCl3): δ (ppm) = 7.47 (d, J = 4.0 Hz,
2H), 7.41 (d, J = 4.0 Hz, 2H), 7.36 (t, J = 6.0 Hz,
2H), 7.25 (t, J = 6.0 Hz, 2H), 6.84 (d, J = 4.0 Hz, 1H).
14. 4‐Nitrobiphenyl (Table 3, entry 19): Pale yellow crys-
tals. Melting point = 110–113 °C; 1H NMR
(400 MHz, CDCl3): δ (ppm) = 8.30 (d, J = 8.0 Hz,
2H), 7.74 (d, J = 8.0 Hz, 2H), 7.63 (d, J = 8.0 Hz,
2H), 7.51 (t, J = 6.0 Hz, 2H), 7.46 (t, J = 6.0 Hz, 1H).
15. 4‐Chloro‐1,1′‐biphenyl (Table 3, entries 20): Color-
1
firmed by comparing the melting points and H NMR
spectroscopic data with authentic samples.
1. (E)‐1,2‐diphenylethene (Table 6, entries 1, 2 and 3):
White solid; 1H NMR (400 MHz, CDCl3):
δ
(ppm) = 7.53 (d, J = 8.0 Hz, 4H), 7.38 (t,
J = 6.0 Hz, 4H), 7.28 (t, J = 6.0 Hz, 2H), 7.12 (s, 2H).
2. (E)‐1‐methyl‐4‐styrylbenzene (Table 6, entries 4 and
5): White solid; 1H NMR (400 MHz, CDCl3): δ
(ppm) = 7.51 (d, J = 4.0 Hz, 2H), 7.42 (d,
J = 4.0 Hz, 2H), 7.37 (t, J = 6.0 Hz, 2H), 7.24 (t,
J = 4.0 Hz, 1H), 7.18 (d, J = 8.0 Hz, 2H), 7.08 (d,
J = 4.0 Hz, 2H), 2.36 (s, 3H).
3. (E)‐1‐methoxy‐4‐styrylbenzene (Table 6, entries 6 and
7): White crystalline solid; 1H NMR (400 MHz,
CDCl3): δ (ppm) = 7.50–7.45 (m, 4H), 7.36 (t,
J = 6.0 Hz, 2H), 7.25 (t, J = 6.0 Hz, 1H), 7.06 (d,
J = 28 Hz, 2H), 6.91 (d, J = 8.0 Hz, 2H), 3.83 (s, 3H).
4. (E)‐4‐styrylbenzonitrile (Table 6, entry 9): Yellow solid;
1H NMR (400 MHz, CDCl3): δ (ppm) = 7.74–7.72 (m,
2H), 7.61 (d, J = 8.0 Hz, 1H), 7.55–7.52 (m, 2H), 7.30
(d, J = 4.0 Hz, 2H), 7.08–7.06 (m, 2H), 6.61 (d,
J = 8.0 Hz, 2H).
1
less crystals. Melting point = 76–78 °C; H NMR
(400 MHz, CDCl3): δ (ppm) = 7.55–7.50 (m, 4H),
7.45–7.33 (m, 5H)
16. 4‐Chloro‐4′‐methoxy‐1,1′‐biphenyl (Table 3, entry
21): White solid. Melting point = 91–93 °C; 1H
NMR (400 MHz, CDCl3): δ (ppm) = 7.49–7.45 (m,
4H), 7.38 (d, J = 8.0 Hz, 2H), 6.98 (d, J = 8.0 Hz,
2H), 3.84 (s, 3H).
17. 17.4′‐Chloro‐[1,1′‐biphenyl]‐4‐carbonitrile (Table 3,
entry 22): White solid. Melting point = 133–
135 °C; 1H NMR (400 MHz, CDCl3): δ (ppm) = 7.73
(d, J = 8.0 Hz, 2H), 7.65 (d, J = 8.0 Hz, 2H), 7.52 (d,
J = 8.0 Hz, 2H), 7.45 (d, J = 8.0 Hz, 2H).
18. [1,1′‐Biphenyl]‐4‐carboxylic acid (Table 3, entry 23):
1
White solid. Melting point = 220–225 °C; H NMR
5. Tert‐butyl cinnamate (Table 6, entries 11, 12 and 13):
Off‐white solid; 1H NMR (400 MHz, CDCl3): δ
(ppm) = 7.53 (d, J = 12 Hz, 1H), 7.45–7.43 (m, 2H),
7.31–7.29 (m, 3H), 6.32 (d, J = 12 Hz, 1H), 1.35 (s, 9H).
6. (E)‐tert‐butyl 3‐(p‐tolyl)acrylate (Table 6, entries 14
and 15): Light yellow liquid; 1H NMR (400 MHz,
CDCl3): δ (ppm) = 7.58 (d, J = 16 Hz, 1H), 7.41 (d,
J = 4.0 Hz, 2H), 7.18 (d, J = 4.0 Hz, 2H), 6.34 (d,
J = 12 Hz, 1H), 2.37(s, 3H), 1.53 (s, 9H).
(400 MHz, CDCl3): δ (ppm) = 12.39 (s, 1H), 7.76–
7.74 (m, 4H), 6.79–6.75 (m, 5H).
19. 4′‐Methoxy‐[1,1′‐biphenyl]‐4‐carboxylic acid (Table 3,
entry 24): White solid. Melting point = 251–254 °C;
1H NMR (400 MHz, CDCl3): δ (ppm) = 12.57 (s,
1H), 7.96 (d, J = 8.0 Hz, 2H), 7.67 (d, J = 8.0 Hz,
2H), 7.03 (d, J = 8.0 Hz, 2H). 6.79 (d, J = 8.0 Hz,
2H), 3.78 (s, 3H).
20. 4′‐Cyano‐[1,1′‐biphenyl]‐4‐carboxylic acid (Table 3,
entry 25): Colorless crystals. Melting point = 261–
263 °C; 1H NMR (400 MHz, CDCl3): δ (ppm) = 12.43
(s, 1H), 7.76 (m, 4H), 6.79 (m, 4H).
7. (E)‐tert‐butyl 3‐(4‐cyanophenyl)acrylate (Table 6, entry
16): Colorless crystals; 1H NMR (400 MHz, CDCl3): δ
(ppm) = 7.74–7.72 (m, 1H), 7.61 (d, J = 8.0 Hz, 1H),