6
R. KHALIFEH AND A. NIKNAM
(300 MHz, DMSO-d6): d¼ 3.83 (s, 3H), 6.83 (d, 1H, J ¼ 8.1 Hz), 7.19 (d, 1H, J ¼ 6.6 Hz),
7.27 (t, 2H, J ¼ 7.5 Hz), 7.35 (d, 2H, J ¼ 6.6 Hz), 7.39-7.50 (m, 6H), 7.60 (s, 1H), 9.25 (s,
1H), 12.40 (s, 1H). 13C NMR (75 MHz, DMSO-d6): d¼ 56.1, 109.7, 116.0, 118.8, 122.4,
126.8, 127.5, 127.9, 128.1, 128.6, 128.8, 129.1, 131.8, 135.8, 146.5, 147.3, 147.5, 148.1.
Anal. Calcd. for C22H18N2O2: C, 77.17; H, 5.30. Found: C, 77.26; H, 5.19.
(E)-4,5-Diphenyl-2-styryl-1H-imidazole (10)
Bisque crystals (90%), mp: 254-256 C. IR (KBr, cmꢂ1): 3412 (b), 3078 (w), 2863 (w),
ꢁ
1
1623 (m), 1482 (m), 995 (m), 764 (s), 700 (s). H NMR (250 MHz, DMSO-d6): d¼ 7.25-
7.26 (m, 2H), 7.33 (d, 4H, J ¼ 6.5 Hz), 7.37-7.45 (m, 5H), 7.48-7.56 (m, 4H), 7.91 (d,
2H, J ¼ 7.7 Hz), 9.42 (s, 1H). 13C NMR (75 MHz, DMSO-d6): d ¼ 125.7, 127.0, 127.5,
128.3, 128.7, 128.9, 129.2, 130.8, 131.6, 135.6, 137.6, 146.0.
Anal. Calcd. for C23H18N2: C, 85.68; H, 5.63. Found: C, 85.57; H, 5.74.
4-(4,5-Diphenyl-1H-imidazol-2-yl)-N,N-dimethylbenzenamine (11)
Bisque crystals (87%), mp: 262-264 C. IR (KBr, cmꢂ1): 3474 (b), 3071 (w), 2887 (w),
ꢁ
1
2818 (w), 1625 (s), 1500 (s), 1372 (m), 1200 (m), 834 (m), 765 (m), 700 (s). H NMR
(300 MHz, DMSO-d6): d¼ 2.90 (s, 6H), 6.77 (d, 2H, J ¼ 8.4 Hz), 7.18 (d, 1H, J ¼ 6.9 Hz),
7.27 (t, 2H, J ¼ 7.5 Hz), 7.32 (d, 1H, J ¼ 6.6 Hz), 7.37-7.40 (m, 3H), 7.45 (t, 2H,
J ¼ 7.5 Hz), 7.50-7.52 (m, 1H), 7.88 (d, 2H, J ¼ 8.7 Hz), 12.3 (s, 1H). 13C NMR (75 MHz,
DMSO-d6): d¼ 112.4, 118.8, 126.7, 127.5, 127.9, 128.6, 128.7, 129.1, 131.9, 135.9, 136.9,
146.9, 150.7.
Anal. Calcd. for C23H21N3: C, 81.38; H, 6.24. Found: C, 81.49; H, 6.15.
2-(Anthracen-10-yl)-4,5-diphenyl-1H-imidazole (12)
Bisque crystals (76%), mp: 165-167 C. IR (KBr, cmꢂ1): 3401 (m), 3063 (m), 2941 (w),
ꢁ
1
1618 (m), 1500 (s), 1342 (m), 775 (m), 742 (s), 700 (s). H NMR (300 MHz, DMSO-d6):
d¼ 7.24-7.41 (m, 6H), 7.55-7.63 (m, 8H), 7.90-7.91 (m, 2H), 8.15-8.17 (m, 2H), 8.78 (s,
1H), 12.94 (s, 1H). 13C NMR (75 MHz, DMSO-d6): d¼ 126.1, 126.5, 127.1, 127.8, 128.0,
128.2, 128.4, 128.8, 128.9, 129.2, 131.3, 131.6, 135.9, 137.4, 143.7.
Anal. Calcd. for C29H20N2: C, 87.41; H, 5.56. Found: C, 87.52; H, 5.67.
4-(4,5-Diphenyl-1H-imidazol-2-yl)benzonitrile (13)
Bisque crystals (89%), mp: 232-233 C. IR (KBr, cmꢂ1): 3410 (b), 3054 (m), 2227 (s),
ꢁ
1
1610 (s), 1490 (s), 850 (m), 766 (s), 700 (s). H NMR (300 MHz, DMSO-d6): d¼ 7.22-
7.30 (m, 3H), 7.42-7.54 (m, 7H), 7.93 (d, 2H, J ¼ 7.8 Hz), 8.23 (d, 2H, J ¼ 8.1 Hz), 13.01
(s, 1H). 13C NMR (75 MHz, DMSO-d6): d ¼ 110.6, 119.4, 126.0, 127.3, 127.6, 128.6,
128.7, 129.0, 129.2, 130.1, 131.1, 133.3, 134.7, 135.1, 138.5, 144.2.
Anal. Calcd. for C22H15N3: C, 82.22; H, 4.70. Found: C, 82.09; H, 4.57.