Table 2.
Spectral characterization of novel metal complexes of 2-amino-4-substituted phenylthiazole Schiff bases.
| Compound | UV–Vis λ max (nm) (Ethanol) |
Spectral Characterization |
Elemental Analysis Calculated (Found) % |
||||
|---|---|---|---|---|---|---|---|
| IR (cm−1) | 1H NMR (δ, ppm) | ||||||
| C | H | N | S | ||||
| 4e | 346 | 3444 (O—H str.), 2857, 2743 (CH str. of aldehyde), 1660 (C O str.), 1615 (C C str.), 1478 (—N N—), 1305, 1175 (SO2str.SO3H), 1137 (C—O str.); | (CDCl3, 400 MHz): 2.50 (s, 3H, CH3), 7.26 (d, 1H, salicylaldehyde, H-5), 7.69–7.78 (d, 2H, Ar H), 7.78 (s, 1H, Ar H), 8.20 (s, 1H, salicylaldehyde H-2), 8.17 (d, 1H, salicylaldehyde H-6), 10.38 (s, 1H, CHO), 11.34 (s, 1H, OH); |
52.69 (52.71) | 3.47 (3.48) | 8.78 (8.77) | – |
| 5a(Lig) | 403 | 3155 (O—H str. intra mol. H.), 1615 (C N str.), 1481 (—N N—), 1284 (OH bend), 1132 (C—O str.), 845 (C—Br str.); | (CDCl3, 400 MHz): 2.49 (s, 3H, CH3), 7.25 (d, 1H, salicylaldehyde H-6), 7.43–7.59 (m, 5H, ArH), 7.67 (d, 1H, diazenylphenyl H-5), 7.76 (s, 1H, diazenylphenyl H-2), 8.17 (s, 1H, —CH N), 8.18 (s, 1H, Thiazolyl H-5), 8.72 (d, 1H, salicylaldehyde H-5), 9.42 (s, 1H, salicylaldehyde H-3), 11.33 (s, 1H, OH); |
57.87 (57.83) | 3.59 (3.60) | 11.74 (11.71) | 6.72 (6.74) |
| 5b(Lig) | 411 | 3159 (O—H str. intra mol. H.), 1610 (C N str.), 1477 (—N N—), 1265 (OH bend.), 1142 (C—O str.), 841 (C—Br str.), 835 (1,4 disubst.); | (CDCl3, 400 MHz): 2.39 (s, 3H, CH3), 7.24 (d, 1H, salicylaldehyde H-6), 7.53–7.98 (d, 4H, ArH), 7.69 (d, 1H, diazenylphenyl H-5),7.71 (d, 1H, diazenylphenyl H-6), 7.76 (s, 1H, diazenylphenyl H-2), 8.13 (s, 1H, —CH N), 8.16 (s, 1H, Thiazolyl H-5), 8.73 (d, 1H, salicylaldehyde H-5), 9.13 (s, 1H, salicylaldehyde H-3), 11.29 (s, 1H, OH); | 53.97 (53.93) | 3.15 (3.21) | 10.95 (10.91) | 6.26 (6.28) |
| 6a | 375 | 1614 (C N str.), 1470 (—N N—), 1104 (C—O str.), 815 (C—Br str.), 457 (Co—N), 593(Co—O); | (DMSO-d6, 400 MHz): 2.50 (s, 3H, CH3), 7.25 (d, 1H, salicylaldehyde H-6), 7.44–7.60 (m, 10H, ArH), 7.66 (d, 1H, diazenylphenyl H-5), 7.77 (s, 1H, diazenylphenyl H-2), 8.17 (s, 1H, —CH N), 8.19 (s, 1H, Thiazolyl H-5), 8.72 (d, 1H, salicylaldehyde H-5), 9.45 (s, 1H, salicylaldehyde H-3); |
54.61 (54.33) | 3.19 (3.25) | 11.08 (11.19) | 6.34 (6. 31) |
| 6b | 392 | 1612 (C N str.), 1465 (—N N—), 1115 (C—O str.), 814 (C—Br str.), 455 (Cu—N), 535 (Cu—O) cm−1; | (DMSO-d6, 400 MHz): 2.50 (s, 3H, CH3), 7.26 (d, 1H, salicylaldehyde H-6), 7.39–7.66 (m, 10H, ArH), 7.67 (d, 1H, diazenylphenyl H-5), 7.77 (s, 1H, diazenylphenyl H-2), 8.17 (s, 1H, —CH N), 8.20 (s, 1H, Thiazolyl H-5), 8.79 (d, 1H, salicylaldehyde H-5), 9.63 (s, 1H, salicylaldehyde H-3); |
54.36 (54.39) | 3.17 (3.17) | 11.03 (11.11) | 6.31 (6.33) |
| 6c | 350 | 1611 (C N str.), 1482 (—N N—), 1105 (C—O str.), 816 (C—Br str.), 456 (Ni—N), 593 (Ni—O) cm−1; | (DMSO-d6, 400 MHz): 2.50 (s, 3H, CH3), 7.26 (d, 1H, salicylaldehyde H-6), 7.38–7.67 (m, 10H, ArH), 7.69 (d, 1H, diazenylphenyl H-5), 7.77 (s, 1H, diazenylphenyl H-2), 8.17 (s, 1H, —CH N), 8.19 (s, 1H, Thiazolyl H-5), 8.79 (d, 1H, salicylaldehyde H-5), 9.46 (s, 1H, salicylaldehyde H-3); |
54.62 (54.79) | 3.19 (3.37) | 11.08 (11.14) | 6.34 (6.45) |
| 6d | 345 | 1613 (C N str.), 1472 (—N N—), 1109 (C—O str.), 837 (C—Br str.), 463 (Co—N), 597 (Co—O); | (DMSO-d6, 400 MHz): 2.45 (s, 3H, CH3), 7.47 (d, 1H, salicylaldehyde H-6), 7.51–7.71 (m, 10H, ArH), 7.73 (d, 1H, diazenylphenyl H-5), 7.79 (s, 1H, diazenylphenyl H-2), 8.21 (s, 1H, —CH N), 8.28 (s, 1H, Thiazolyl H-5), 8.89 (d, 1H, salicylaldehyde H-5), 9.51 (s, 1H, salicylaldehyde H-3); |
51.13 (51.18) | 2.80 (2.79) | 10.37 (10.49) | 5.93 (5.97) |
| 6e | 375 | 1609 (C N str.), 1465 (—N N—), 1113 (C—O str.), 849 (C—Br str.), 493 (Cu—N), 583 (Cu—O); | (DMSO-d6, 400 MHz): 2.39 (s, 3H, CH3), 7.51 (d, 1H, salicylaldehyde H-6), 7.32–7.69 (m, 10H, ArH), 7.71 (d, 1H, diazenylphenyl H-5), 7.78 (s, 1H, diazenylphenyl H-2), 8.23 (s, 1H, —CH N), 8.29 (s, 1H, Thiazolyl H-5), 8.65 (d, 1H, salicylaldehyde H-5), 9.43 (s, 1H, salicylaldehyde H-3); |
50.91 (50.79) | 2.79 (2.89) | 10.33 (10.49) | 5.91 (5.93) |
| 6f | 377 | 1611 (C N str.), 1463 (—N N—), 1109 (C—O str.), 837 (C—Br str.), 487 (Ni—N), 588 (Ni—O). | (DMSO-d6, 400 MHz): 2.37 (s, 3H, CH3), 7.57 (d, 1H, salicylaldehyde H-6), 7.32–7.68 (m, 10H, ArH), 7.71 (d, 1H, diazenylphenyl H-5), 7.77 (s, 1H, diazenylphenyl H-2), 8.22 (s, 1H, —CH N), 8.26 (s, 1H, Thiazolyl H-5), 8.63 (d, 1H, salicylaldehyde H-5), 9.63 (s, 1H, salicylaldehyde H-3). |
51.14 (51.29) | 2.80 (2.83) | 10.37 (10.41) | 5.94 (5.97) |