Evaluation of Nano-Fe3O4 as a Green Catalyst 4261
1,4-bis((4-(di(1H-indol-3-yl)methyl)phenoxy)methyl)benzene (3o):
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IR (KBr) ν = 3413, 3053, 2923, 1608, 1541, 1506, 1456, 1234 cm ; 1H NMR (500 MHz,
DMSO): δ = 10.70 (s, 2H), 7.43 (s, 2H), 7.34 (d, J = 8.1 Hz, 2H), 7.25- 7.28 (m, 3H), 7.03(t,
J = 7.7Hz, 2H), 6.91 (d, J = 8.6Hz, 2H), 6.85 (t, J = 7.6Hz, 2H), 6.80 (d, J = 2 Hz, 3H), 5.77
(s, 1H), 5.0 ( s, 2H) ppm; Anal.calcd for C54H42N4O2: C, 83.26; H, 5.43; N, 7.19. Found: C,
83.41; H, 5.68; N, 7.09.
1,4-bis((4-(bis(2-methyl-1H-indol-3-yl)methyl)phenoxy)methyl)benzene (3p):
1
IR (KBr) ν = 3409, 3055, 2916, 1602, 1540, 1460, 1298 cm-1; H NMR (500 MHz,
DMSO): δ = 10.71 (s, 2H), 7.45 (s, 2H), 7.2 (d, J = 7.9 Hz, 2H), 7.0 (d, J = 8.5Hz, 2H),
6.87- 6.91 (m,4H), 6.82 (d, J = 7.9Hz, 2H), 6.68 (t, J = 7.6Hz, 2H), 5.86 (s, 1H), 5.07 ( s,
2H), 2.06 (s, 6H) ppm. Anal.calcd for C58H50N4O2: C, 83.42; H, 6.04; N, 6.71. Found: C,
83.51; H, 6.34; N, 6.57.
1,4-bis((4-(bis(1-methyl-1H-indol-3-yl)methyl)phenoxy)methyl)benzene (3q):
1
IR (KBr) ν = 3053, 2925, 1595, 1550, 1481, 1458, 1240 cm-1; H NMR (500 MHz,
DMSO): δ = 7.42 (d, J = 7.9 Hz, 2H), 7.30 (t, J = 8.1 Hz, 2H), 7.19-7.26 (m, 4H), 6.99-7.04
(m, 4H), 6.89 (d, J = 7.9 Hz, 2H), 6.58 (s, 2H), 5.17 (s, 1H), 5.06 (s, 2H), 3.67 (s, 6H) ppm;
13C NMR (125 MHz, DMSO): δ = 156.31, 137.80, 136.36, 133.89, 133.86, 128.8, 128.7,
127.5, 120.5, 118,3, 113.4, 112.6, 109.4, 70.1, 66.3, 33.6 ppm; Anal.calcd for C58H50N4O2:
C, 83.42; H, 6.04; N, 6.71. Found: C, 83.61; H, 6.57; N, 6.09.
1,5-bis(2-(di(1H-indol-3-yl)methyl)phenoxy)pentane (3r):
IR (KBr) ν = 3460, 3406, 2927, 1631, 1452, 1245 cm-1; 1H NMR (500 MHz, DMSO): δ =
10.7 (s, 2H), 7.36 (d, J = 8.0 Hz, 2H), 7.28 (d, J = 7.9 Hz, 2H), 7.14 (t, J = 7.62 Hz, 2H),
7.02 (t, J = 8.0 Hz, 2H), 6.89 (d, J = 8.1 Hz, 1H), 6.85 (t, J = 7.3Hz, 2H), 6.80 (t, J = 7.4Hz,
3H), 6.20 (s, 1H), 3.77 (t, J = 6.0Hz, 2H), 1.54 (m, 2H), 1.24 ( m, 1H) ppm; 13C NMR (125
MHz, DMSO): δ = 156.56 , 137.43 , 133.98, 129.83, 127.74, 127.68, 124.48, 121.64,
120.75, 119.70,118.95, 118.80, 112.67, 112.26, 68.36, 32.43, 29.29, 22.95 ppm; Anal.calcd
for C51H44N4O2: C, 82.23; H, 5.95; N, 7.52;. Found: C, 82.01; H, 5.68; N, 7.83.
1,5-bis(2-(bis(2-methyl-1H-indol-3-yl)methyl)phenoxy)pentane (3s):
1
IR (KBr) ν = 3469, 3413, 2925, 1625, 1460, 1232 cm-1; H NMR (500 MHz, DMSO): δ =
10.65 (s, 2H), 7.16 (d, J = 7.5 Hz, 2H), 7.00 (d, J = 7.0 Hz, 2H), 6.80-6.82 (m, 3H), 6.75-
6.78 (m, 3H), 6.61 (t, J = 7.1 Hz, 2H), 6.02 (s, 1H), 3.48 (br, 2H), 2.01 (br, 2H), 1.96 (s,
6H), 1.11 (m, 1H) ppm; Anal.calcd for C55H52N4O2: C, 82.47; H, 6.54; N, 6.99. Found: C,
82.64; H, 6.33; N, 6.73.
1,6-bis(2-(di(1H-indol-3-yl)methyl)phenoxy)hexane (3t):
IR (KBr) ν = 3409, 3055, 2916, 1602, 1540, 1460, 1298 cm-1; 1H NMR (500 MHz, DMSO):
δ = 10.7 (s, 2H), 7.33 (d, J = 8.0 Hz, 2H), 7.26 (d, J = 7.9 Hz, 2H), 7.10-7.14 (m, 2H), 6.99
(t, J = 7.76 Hz, 2H), 6.92 (d, J = 8.01 Hz, 1H), 6.83 (t, J = 7.6Hz, 2H), 6.79 (t, J = 7.5Hz,
1H), 6.76 (d, J = 1.67Hz, 2H), 6.01 (s, 1H), 3.86 (t, J = 6.0Hz, 2H), 1.47 (br, 2H), 1.19 ( br,
2H) ppm; 13C NMR (125 MHz, DMSO): δ = 156.56, 137.41, 134.03, 129.88, 127.74,
127.73, 127.65, 121.62, 120.75, 119.64, 118.92, 118.82, 112.67, 112.23, 68.44, 32.28,
29.62, 26.13 ppm; Anal.calcd for C52H46N4O2: C, 82.29; H, 6.11; N, 7.38. Found: C, 82.27;
H, 6.33; N, 7.81.
1,4-bis(4-(bis(2-methyl-1H-indol-3-yl)methyl)-2-methoxyphenoxy)butane (3u):
1
IR (KBr) ν = 3420, 3085, 2934, 1602, 1560, 1467, 1460, 1298 cm-1; H NMR (500 MHz,
DMSO): δ = 10.7 (s, 2H), 7.21 (d, J = 8.0 Hz, 2H), 6.88 (m, 5H), 6.82 (td, J = 8.3 Hz, 1H),