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Y. Chen et al. / Journal of Organometallic Chemistry 693 (2008) 1829–1840
Compound 2a was obtained as a blue powder in 99%
1434, 1402, 1379, 1276, 1163, 1133, 1097, 1022, 771, 754.
Anal. Calc. for C23H20Cl4CoN4 (553.2): C,49.94; H, 3.64;
N, 10.13. Found: C, 50.09; H, 3.56; N, 10.18%.
yield. FT-IR (KBr disc, cmÀ1): 2972, 1593 (mC@N), 1463,
1380, 1212, 1160, 1108, 1014, 814, 792, 754. Anal. Calc.
for C27H30Cl2FeN4 (537.3): C, 60.35; H, 5.63; N, 10.43.
Found: C, 59.95; H, 5.73; N, 10.09%.
Compound 5b was isolated as a green powder in 74%
yield. FT-IR (KBr disc, cmÀ1): 2974, 1592 (mC@N), 1464,
1434, 1406, 1380, 1282, 1159, 1132, 1099, 1019, 815, 752.
Anal. Calc. for C26H28Cl2CoN4 (526.4): C, 59.33; H,
5.36; N, 10.64. Found: C, 59.48; H, 5.46; N, 10.76%.
Compound 6b was isolated as a green powder in 93%
yield. FT-IR (KBr disc, cmÀ1): 2985, 1591 (mC@N), 1467,
1432, 1405, 1380, 1215, 1161, 1133, 1099, 1019, 814, 749.
Anal. Calc. for C25H25BrCl2CoN4 (591.2): C, 50.79; H,
4.26; N, 9.48. Found: C, 50.65; H, 4.58; N, 9.78%.
Compound 3a was obtained as a blue powder in 95%
yield. FT-IR (KBr disc, cmÀ1): 2965, 1592 (mC@N), 1462,
1381, 1334, 1161, 1132, 814, 792, 752. Anal. Calc. for
C29H34Cl2FeN4 (565.4): C, 61.61; H, 6.06; N, 9.91. Found:
C, 61.59; H, 6.36; N, 9.98%.
Compound 4a was obtained as a blue powder in 92%
yield. FT-IR (KBr disc, cmÀ1): 2979, 1599 (mC@N), 1463,
1380, 1336, 1203, 1162, 1132, 844, 787, 750. Anal. Calc.
for C23H20Cl4FeN4 (550.1): C, 50.22; H, 3.66; N, 10.19.
Found: C, 50.02; H, 3.36; N, 9.98%.
4.5. Synthesis of nickel complexes 1c–6c
Compound 5a was obtained as a blue powder in 99%
yield. FT-IR (KBr disc, cmÀ1): 2974, 1591 (mC@N), 1462,
1380, 1334, 1217, 1158, 1132, 1014, 814, 751. Anal. Calc.
for C26H28Cl2FeN4 (523.3): C, 59.68; H, 5.39; N, 10.71.
Found: C, 59.80; H, 5.44; N, 10.51%.
Compound 6a was obtained as a blue powder in 80%
yield. FT-IR (KBr disc, cmÀ1): 2970, 1591 (mC@N), 1465,
1379, 1334, 1214, 1160, 1132, 1016, 812, 748. Anal. Calc.
for C25H25BrCl2FeN4 (588.2): C, 51.05; H, 4.28; N, 9.53.
Found: C, 51.00; H, 4.48; N, 9.72%.
General procedure: The nickel complexes 1c–6c were
also prepared by the same procedure as for 1a–6a and
1b–6b.
described as follows.
A
typical synthetic procedure of 1ccan be
solution of NiCl2 Á 6H2O
A
(237.7 mg, 1.0 mmol) in ethanol was added dropwise to
a solution of ligand 1 (382.5 mg, 1.0 mmol) in ethanol
at room temperature. The color of the solution changed
immediately. The reaction mixture was stirred at room
temperature for 10 h then precipitated with diethyl ether.
The resulting precipitate was collected, washed with
diethyl ether and dried in vacuum. Finally, the objected
product was obtained as a yellow powder in 82% yield.
FT-IR (KBr disc, cmÀ1): 2978, 1593 (mC@N), 1468,
1407, 1335, 1189, 1130, 796, 750. Anal. Calc. for
C25H26Cl2N4Ni (512.1): C, 58.63; H, 5.12; N, 10.94.
Found: C, 58.68; H, 5.37; N, 10.76%.
4.4. Synthesis of cobalt complexes 1b–6b
General procedure: The cobalt complexes 1b–6b were
prepared by the same procedure as for 1a–6a and were
obtained as green powder. The synthetic procedure of
1b can be described as follows. A solution of anhydrous
CoCl2 (129.8 mg, 1.0 mmol) in absolute ethanol was
Compound 2c was isolated as a yellow powder in 98%
yield. FT-IR (KBr disc, cmÀ1): 2973, 1594 (mC@N), 1467,
1407, 1378, 1279, 1217, 1163, 1133, 1108, 1021, 790, 749.
Anal. Calc. for C27H30Cl2N4Ni (540.2): C, 60.04; H, 5.60;
N, 10.37. Found: C, 60.08; H, 5.56; N, 10.21%.
Compound 3c was isolated as a yellow powder in 93%
yield. FT-IR (KBr disc, cmÀ1): 2966, 1595 (mC@N), 1467,
1407, 1378, 1156, 1122, 790, 749. Anal. Calc. for
C29H34Cl2N4Ni (568.2): C, 61.30; H, 6.03; N, 9.86. Found:
C, 61.18; H, 5.98; N, 9.79%.
Compound 4c was isolated as a yellow powder in 79%
yield. FT-IR (KBr disc, cmÀ1): 2966, 1593 (mC@N), 1467,
1406, 1377, 1335, 1228, 1161, 1132, 787, 751. Anal. Calc.
for C23H20Cl4N4Ni (552.9): C, 49.96; H, 3.65; N, 10.13.
Found: C, 50.01; H, 3.50; N, 10.05%.
Compound 5c was isolated as a yellow powder in 94%
yield. FT-IR (KBr disc, cmÀ1): 2977, 1591 (mC@N), 1466,
1407, 1380, 1335, 1221, 1159, 1134, 813, 751. Anal. Calc.
for C26H28Cl2N4Ni (526.1): C, 59.35; H, 5.36; N, 10.65.
Found: C, 59.45; H, 5.40; N, 10.55%.
added dropwise to the solution of the ligand
1
(382.5 mg, 1.0 mmol) in absolute ethanol. Immediately
the color of the solution changed and some green precip-
itate formed. Then the reaction mixture was stirred at
room temperature for 9 h then diluted with diethyl ether.
The resulting precipitate was filtered, washed with diethyl
ether three times and dried in vacuum. The desired com-
plex was obtained as a green powder in 76% yield. FT-
IR (KBr disc, cmÀ1): 2977, 1593 (mC@N), 1470, 1407,
1385, 1280, 1214, 1160, 1101, 809, 749. Anal. Calc. for
C25H26Cl2CoN4 (512.3): C, 58.61; H, 5.12; N, 10.94.
Found: C, 58.86; H, 5.15; N, 10.84%.
Compound 2b was isolated as a green powder in 78%
yield. FT-IR (KBr disc, cmÀ1): 2971, 1592 (mC@N), 1465,
1404, 1378, 1278, 1215, 1163, 1132, 1108, 1021, 789, 749.
Anal. Calc. for C27H30Cl2CoN4 (540.4): C, 60.01; H,
5.60; N, 10.37. Found: C, 59.96; H, 5.56; N, 10.08%.
Compound 3b was isolated as a green powder in 82%
yield. FT-IR (KBr disc, cmÀ1): 2965, 1591 (mC@N), 1464,
1405, 1380, 1281, 1163, 1132, 1100, 1018, 793, 752. Anal.
Calc. for C29H34Cl2CoN4 (568.5): C, 61.27; H, 6.03; N,
9.86. Found: C, 59.99; H, 6.07; N, 9.83%.
Compound 6c was isolated as a yellow powder in 80%
yield. FT-IR (KBr disc, cmÀ1): 2979, 1592 (mC@N), 1468,
1409, 1382, 1335, 1279, 1217, 1159, 1135, 806, 749. Anal.
Calc. for C25H25BrCl2N4Ni (591.0): C, 50.81; H, 4.26; N,
9.48. Found: C, 50.76; H, 4.50; N, 9.76%.
Compound 4b was isolated as a green powder in 64%
yield. FT-IR (KBr disc, cmÀ1): 2983, 1591 (mC@N), 1466,