8
KAUSHIK AND LUXMI
str., aromatic ring), 2939 (C H str., aliphatic), 1576, 1455
(C C str., aromatic ring), 1512 (N O asym. str., NO2),
1348 (N O sym. str., NO2), 1238, 1017 (C O str., ether);
1H NMR (400 MHz, DMSO-d6): δ 8.69 (s, 1H, CH-tri-
azole), 8.22 (d, 2H, ArH, J = 8.0 Hz), 8.22 (d, 1H, ArH,
J = 8.0 Hz), 7.88-7.84 (d, 3H, ArH, J = 8.0 Hz), 7.53 (m,
2H, ArH), 7.44-7.28 (m, 6H, ArH), 7.17 (t, 1H, ArH,
J = 8.0 Hz), 5.42 (s, 2H, OCH2), 5.21 (s, 2H, OCH2); 13C
NMR (100 MHz, DMSO-d6): δ 154.0, 151.2, 142.1 (C4 tri-
azole), 141.6, 136.8, 134.5, 131.6, 128.9, 128.4, 127.8,
127.5, 126.5, 126.3, 125.4, 123.2, 122.2, 121.7 (C5 triazole),
115.8, 114.4, 106.9, 68.9, 61.2; HRMS [M + H]+ for
C26H20N4O4 cal: 453.1485, found: 453.1587.
120.9 (C5 triazole), 116.3, 106.3, 68.9, 62.2. HRMS [M
+ H]+ for C26H20N4O4 cal: 453.1485, found: 453.1587.
3.3.13 | 1-(2-((4-Methylbenzyl)oxy)
phenyl)-4-((naphthalen-1-yloxy)methyl)-
1H-1,2,3-triazole (7m)
Appearance: White solid; Yield: 89%; m.p.: 146-148ꢀC;
FTIR (KBr): 3152 (C H str., triazole ring), 3059 (C H
str., aromatic ring), 2936 (C H str., aliphatic), 1586, 1456
(C C str., aromatic ring), 1238, 1016 (C O str., ether)
1
cm−1; H NMR (400 MHz, DMSO-d6): δ 8.60 (s, 1H, CH-
triazole), 8.12 (d, 2H, ArH, J = 8.0 Hz), 7.89 (d, 2H, ArH,
J = 8.0 Hz), 7.66 (d, 1H, ArH, J = 8.0 Hz), 7.54-7.50 (m,
3H, ArH), 7.41-7.36 (m, 3H, ArH), 7.14-7.09 (m, 3H,
ArH), 6.94 (d, 1H, ArH, J = 8.0 Hz), 6.89 (d, 2H, ArH,
J = 8.0 Hz), 5.43 (s, 2H, OCH2), 5.18 (s, 2H, OCH2), 2.24
(s, 3H, CH3),; 13C NMR (100 MHz, DMSO-d6): δ 154.0,
151.2, 143.2 (C4 triazole), 136.8, 134.1, 134.5, 130.3, 128.9,
128.4, 127.8, 127.0, 126.6, 125.8, 125.4, 124.1, 123.2, 122.5,
122.2, 121.7 (C5 triazole), 115.1, 106.9, 70.7, 61.6, 20.6;
HRMS [M + H]+ for C27H23N3O2 cal: 422.1790, found:
422.1889.
3.3.11 | 4-((Naphthalen-1-yloxy)methyl)-
1-(3-((4-nitrobenzyl)oxy)phenyl)-1H-
1,2,3-triazole (7k)
Appearance: yellow solid; Yield: 90%; m.p.: 148-150ꢀC;
FTIR (KBr): 3186 (C H str., triazole ring), 3056 (C H
str., aromatic ring), 2938 (C H str., aliphatic), 1576,
1454 (C C str., aromatic ring), 1508 (N O asym. str.,
NO2), 1350 (N O sym. str., NO2), 1237, 1018 (C O str.,
ether); 1H NMR (400 MHz, DMSO-d6): δ 8.84 (s, 1H, CH
triazole), 8.20 (d, 2H, ArH, J = 8.0 Hz), 7.83 (d, 2H, ArH,
J = 8.0 Hz), 7.60 (s, 1H, ArH), 7.54-7.48 (m, 4H, ArH),
7.42 (t, 2H, ArH, J = 8.0 Hz), 7.38-7.30 (m, 3H, ArH),
7.19-7.13 (m, 1H, ArH), 5.43 (s, 2H, OCH2), 5.25 (s, 2H,
OCH2); 13C NMR (100 MHz, DMSO-d6): δ 159.8, 154.0,
143.4 (C4 triazole), 141.6, 138.0, 137.1, 134.5, 131.4,
128.9, 128.5, 128.3, 126.4, 125.4, 125.8, 123.8, 122.9,
122.2, 120.9 (C5 triazole), 116.8, 115.9, 107.3, 68.9, 61.2;
HRMS [M + H]+ for C26H20N4O4 cal: 453.1485, found:
453.1587.
3.3.14 | 1-(3-((4-Methylbenzyl)oxy)
phenyl)-4-((naphthalen-1-yloxy)methyl)-
1H-1,2,3-triazole (7n)
Appearance: White solid; Yield: 84%; m.p.: 182-185ꢀC;
FTIR (KBr): 3172 (C H str., triazole ring), 3045 (C H
str., aromatic ring), 2939 (C H str., aliphatic), 1577, 1463
(C C str., aromatic ring), 1236, 1011 (C O str., ether)
1
cm−1; H NMR (400 MHz, DMSO-d6): δ 8.98 (s, 1H, CH-
triazole), 7.61-7.45 (m, 5H, ArH), 7.37-7.33 (m, 3H, ArH),
7.12-7.09 (m, 5H, ArH), 6.89 (d, 2H, ArH,= 8.0 Hz), 5.42
(s, 2H, OCH2), 5.19 (s, 2H, OCH2), 2.24 (s, 3H, CH3); 13C
NMR (100 MHz, DMSO-d6): δ 159.7, 154.0, 144.5 (C4 tri-
azole), 138.0, 137.0, 134.5, 134.1, 130.3, 128.9, 128.5,
128.3, 125.8, 125.4, 124.1, 123.3, 122.5, 122.2, 120.9 (C5 tri-
azole), 115.7, 115.2, 107.1, 70.7, 61.6, 20.6: HRMS [M
+ H]+ for C27H23N3O2 cal: 422.1790, found: 422.1889.
3.3.12 | 4-((Naphthalen-1-yloxy)methyl)-
1-(4-((4-nitrobenzyl)oxy)phenyl)-1H-
1,2,3-triazole (7l)
Appearance: white solid; Yield: 86%; m.p.: 160-162ꢀC;
FTIR (KBr): 3182 (C H str., triazole ring), 3054 (C H
str., aromatic ring), 2930 (C H str., aliphatic), 1574, 1456
(C C str., aromatic ring), 1508 (N O asym. str., NO2),
1350 (N O sym. Str., NO2), 1235, 1010 (C O str., ether)
3.3.15 | 1-(4-((4-Methylbenzyl)oxy)
phenyl)-4-((naphthalen-1-yloxy)methyl)-
1H-1,2,3-triazole (7o)
1
cm−1; H NMR (400 MHz, DMSO-d6): δ 8.98 (s, 1H, CH
triazole), 8.29 (d, J = 8 Hz, 2H), 8.20 (d, J = 8.Hz, 1H),
7.89 (d, J = 8 Hz, 3H), 7.77 (d, J = 8 Hz, 2H), 7.61-7.41
(m, 4H), 7.30-7.19 (m, 3H, ArH), 5.43 (s, 2H, OCH2), 5.40
(s, 2H, OCH2). 13C NMR (100 MHz, DMSO-d6): δ 158.4,
154.0, 147.6, 145.1, 144.3 (C4 triazole), 134.5, 131.0, 128.8,
127.9, 127.0, 126.6, 125.8, 125.4, 124.1, 123.2, 122.4, 122.2,
Appearance: White solid; Yield: 78%; m.p.: 162-164ꢀC;
FTIR (KBr): 3161 (C H str., triazole ring), 3040 (C H
str., aromatic ring), 2930 (C H str., aliphatic), 1577, 1463
(C C str., aromatic ring), 1230, 1016 (C O str., ether);