1578
GUSEVA et al.
spectrum (CDCl3), δ, ppm: 1.08 t (3H, CH3-Et, J 8 Hz),
2.29 s (3H, CH3), 2.32 s (3H, CH3), 2.43 q (2H, CH2-
Et, J 8 Hz), 2.71 s (6H, CH3), 7.06 s (СНmeso), 13.30
br. s (NH). IR spectrum (KBr), ν, cm–1: 3448 (NH).
Electron absorption spectrum, λmax, nm (log ε):
HL·HBr, 489 (4.91) (CHCl3), 493 (4.97) (C6H6); HL,
460 (4.44) (DMF). Found, %: С 23.01; Н 2.61; N 3.62.
C15H20N2IBr. Calculated, %: С 22.85; Н 2.56; N 3.55.
[NiL2] complex. Yield 89.8%, dark wine red
crystals. IR spectrum (KBr), ν, cm–1: 2960, 2926,
2858, 2208, 1599, 1485, 1444, 1381, 1223, 1165,
1103, 1039, 958, 893, 783, 731, 702, 600. Mass
spectrum, m/z: 766.3 [M + H]+. Found, %: С 47.26; Н
4.91; N 7.45. C30H36N4I2Ni. Calculated, %: С 47.09; Н
4.74; N 7.32. М 765.14.
[CdL2] complex. Yield 56.9%, green-brown
crystals with metallic shine. IR spectrum (KBr), ν, cm–1:
2960, 2924, 2862, 2208, 1595, 1492, 1439, 1388,
1232, 1169, 1105, 1038, 960, 890, 781, 727, 700, 596.
1Н NMR spectrum (CDCl3), δ, ppm: 1.06 t (6Н,
СН2СН3, J 7 Hz), 2.06 s (6H, CH3), 2.13 s (6H, CH3),
2.25 s (6H, CH3), 2.31 s (6H, CH3), 2.38 q (4Н,
СН2СН3, J 7 Hz), 7.02 s (2H, СНmeso). Mass spectrum,
m/z: 819.8 [M + H]+. Found, %: С 44.13; Н 4.59; N
6.96. C30H36N4I2Cd. Calculated, %: С 44.00; Н 4.43; N
6.84. М 818.86.
[МL2] complexes were obtained via reaction of the
corresponding metal acetate М(AcO)2·nH2O with
HL·HBr in methanol medium, in the presence of
triethylamine. The solution was boiled during 1 hour,
and then cooled. The precipitate formed was filtered
off, washed with excess of hot water and methanol,
and dried in air at room temperature. The residue was
dissolved in dichloromethane and applied to the silica
gel column (100/250). The eluent was evaporated, and
the complex was precipitated from methanol and dried
under reduced pressure. The solid samples of the
prepared [МL2] complexes were crushed and dried in a
vacuum in a drying cabinet at 100°С to the constant
mass. The composition and purity of the complexes
were confirmed by 1Н NMR, IR spectroscopy,
REFERENCES
1. Son, S.B., Lee, S.J., Hahn, J.R., Ma, L., Shin, J.-Y, and
Dolphin, D., Appl. Surf. Sci., 2009, vol. 256, no. 4, p. 1176.
2. Thoi Van, S., Stork Jay, R., Magde, D., and Cohen Seth, M.,
1
Inorg. Chem., 2006, vol. 45, no. 26, p. 10688.
elemental analysis, and mass spectrometry studies. Н
3. Mei, Y., Frederickson, Ch.J., Giblin, L.J., Weiss, J.H.,
Medvedevac, Yu., and Bentley, P.A., Chem. Commun.,
2011, vol. 47, no. 25, p. 7107.
NMR signals from paramagnetic cobalt(II), copper(II),
and nickel (II) complexes could not be recorded.
[ZnL2] complex. Yield 71.5%, orange crystals with
green metallic shine. IR spectrum (KBr), ν, cm–1: 2962,
2923, 2853, 2208, 1597, 1499, 1450, 1392, 1234,
4. Zhang, X., Yu, H., and Xiao, Y., J. Org. Chem., 2012,
vol. 77, no. 1, p. 669.
5. Lavis, L.D. and Raines, R.T., Chem. Biol., 2008, vol. 3,
noю 3, p. 142.
1
1169, 1109, 1046, 967, 890, 791, 734, 665, 596. Н
NMR spectrum (CDCl3), δ, ppm: 1.04 t (6Н, СН2СН3,
J 7 Hz), 1.94 s (6H, CH3), 1.96 s (6H, CH3), 2.24 s
(6H, CH3), 2.30 s (6H, CH3), 2.36 q (4Н, СН2СН3, J 7 Hz),
7.03 s (2H, СНmeso). Mass spectrum, m/z: 773.1 [M + H]+.
Found, %: С 46.82; Н 4.78; N 7.31. C30H36N4I2Zn.
Calculated, %: С 46.69; Н 4.70; N 7.26. М 771.83.
6. Lijuan, J., Weidong, P., Jinyuan, Zh., Yun, W.,
Xiaolong, M., Guifeng, B., and Erhong, H., J. Org.
Chem., 2011, vol. 76, no. 24, p. 9988.
7. Alamiry, M.A.H., Benniston, A.C., Hagon, J., Winstan-
ley, Th.P.L., Lemmetyinen, H., and Tkachenko, N.V.,
RSC Advances., 2012, vol. 2, no. 24, p. 4944.
8. Antina, E.V., Guseva, G.B., Berezin, M.B., and V’yu-
gin, A.I., Rus. J. Coord. Chem., 2006, vol. 32, no. 11,
pp. 830–836.
9. Kuznetsova, R.T., Kopylova, T.N., Mayer, G.V.,
Sikorskaya, O.O., Ermolina, E.G., Guseva, G.B., and
Antina, L.A., Optics and Spectroscopy, 2011, vol. 110,
no. 3, pp. 385–392.
[CoL2] complex. Yield 89%, green crystals. IR
spectrum (KBr), ν, cm–1: 2960, 2920, 2856, 2362,
1595, 1489, 1443, 1387, 1225, 1165, 1103, 1041, 958,
893, 783, 733, 598. Mass spectrum, m/z: 766.5 [M + H]+.
Found, %: С 47.14; Н 4.83; N 7.47. C30H36N4I2Co.
Calculated, %: С 47.08; Н 4.74; N 7.32. М 765.39.
10. Guseva, G.B., Dudina, N.A., Antina, E.V., V’yugin, A.I.,
and Semeikin, A.S. Rus. J. Gen. Chem., 2008, vol. 78,
no. 6, pp. 1215–1224.
11. Antina, L.A., Dudina, N.A., Guseva, G.B., Berezin, M.B.,
and V’yugin, A.I., Rus. J. Gen. Chem., 2011, vol. 81,
no. 11, pp. 2349–2351.
[CuL2] complex. Yield 80.5%, wine red-brown
crystals. IR spectrum (KBr), ν, cm–1: 2962, 2921,
2856, 2208, 1600, 1487, 1441, 1358, 1227, 1169,
1103, 1038 960, 893, 785, 731, 698, 596. Mass
spectrum, m/z: 771.1 [M + H]+. Found, %: С 46.97; Н
4.88; N 7.36. C30H36N4I2Cu. Calculated, %: С 46.80; Н
4.71; N 7.28. М 769.99.
12. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E.,
Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V.,
RUSSIAN JOURNAL OF GENERAL CHEMISTRY Vol. 83 No. 8 2013