Abstract
Novel polydentate ligands on the basis of second- and third-generation hyperbranched polyesters containing terminal poly[3-(morpholin-4-yl)propionate] groups and their 6 : 1 and 13 : 1 polynuclear copper(II) complexes were synthesized. The degree of functionalization of the polyesters with morpholine increases in going from the second (56%) to third generation (68%). According to IR and electronic spectroscopy data, each coordination entity in the complexes is an isolated paramagnetic center of the formula CuN2O2Solv2 (Solv = H2O, DMSO).
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Wijtmans, R., Vink, M.K.S., Schoemaker, H.E., van Delft, F.L., Blaauw, R.H., and Rutjes F.P., Synthesis, 2004, no. 5, p. 641. doi 10.1055/s-2004-816003
Breuning, M., Winnacker, M., and Steiner, M., Eur. J. Org. Chem., 2007, p. 2100. doi 10.1002/ejoc.200601006
D’Hooghe, M., Vanlangendonck, T., Törnroos, K.W., and De Kimpe, N., J. Org. Chem., 2006, vol. 71, no. 12, p. 4678. doi 10.1021/jo060313y
Bates, R. and Sa-Ei, K., Tetrahedron, 2002, vol. 58, no. 30, p. 5957. doi 10.1016/S0040-4020(02)00584-7
Dickner, T. and Laschat, S., Synthesis, 2000, no. 13, p. 1781. doi 10.1055/s-2000-8218
Clarke, P.A. and Santos, S., Eur. J. Org. Chem., 2006, vol. 2006, no. 9, p. 2045. doi 10.1002/ejoc.200500964
Hajos, M., Fleishaker, J.C., Filipiak-Reisner, J.K., Brown, M.T., and Wong, E.H.F., CNS Drug Rev., 2004, vol. 10, no. 1, p. 23. doi 10.1111/j.1527-3458.2004.tb00002.x
Dieckmann, H., Stockmaier, M., Kreuzig, R., and Bahadir, M., Fresenius J. Anal. Chem., 1993, vol. 345, no. 12, p. 784. doi 10.1007/BF00323011
Khan, K.M., Khan, M.Z., Taha, M., Maharvi, G.M., Saify, Z.S., Parveen, S., and Choudhary, M.I., Nat. Prod. Res., 2009, vol. 23, no. 5, p. 479. doi 10.1080/14786410802090359
Kacan, M., Turkyilmaz, M., Karabulut, F., Altun, O., and Baran, Y., Spectrochim. Acta, Part A, 2014, vol. 118, p. 572. doi 10.1016/j.saa.2013.09.031
Kutyreva, M.P., Gataulina, A.R., Kutyrev, G.A., Nizamov, I.S., and Ulakhovich, N.A., Russ. J. Gen. Chem., 2011, vol. 81, no. 5, p. 960. doi 10.1134/S1070363211050227
Kutyreva, M.P., Gataulina, A.R., Kutyrev, G.A., Nizamov, I.S., and Ulakhovich, N.A., Russ. J. Gen. Chem., 2011, vol. 81, no. 7, p. 1535. doi 10.1134/S1070363211070206
Kutyreva, M.P., Gataulina, A.R., Kutyrev, G.A., Ulakhovich, N.A., Surnova, A.V., and Yurtaeva, S.V., Russ. Chem. Bull., 2015, vol. 64, no. 11, p. 2667. doi 10.1007/s11172-015-1206-x
Kutyreva, M.P., Gataulina, A.R., Kutyrev, G.A., Ulakhovich, N.A., Newman, T., Khasanova, E.M., Bondar, O.V., Yurtaeva, S.V., Ziganshina, S.A., and Khaldeeva, E.V., Inorg. Chim. Acta, 2016, vol. 450, p. 101. doi 10.1016/j.ica.2016.04.013
Kutyreva, M.P., Usmanova, G.Sh., Ulakhovich, N.A., Medvedeva, O.I., Syakaev, V.V., Ziganshina, S.A., and Kutyrev, G.A., Polym. Sci., Ser. B, 2013, vol. 55, nos. 3–4, p. 201. doi 10.1134/S1560090413040052
Gataulina, A.R., Khannanov, A.A., Malinovskikh, O.A., Bondar, O.V., Ulakhovich, N.A., and Kutyreva, M.P., Russ. J. Gen. Chem., 2013, vol. 83, no. 12, p. 2269. doi 10.1134/S1070363213120074
Kutyreva, M.P., Ulakhovich, N.A., Gataulina, A.R., Khannanov, A.A., Malinovskikh, O.A., Yurtaeva, S.V., and Medyantseva, E.P., Russ. Chem. Bull., 2014, vol. 63, no. 1, p. 239. doi 10.1007/s11172-014-0419-8
Gataulina, A.R., Kutyreva, M.P., Ulakhovich, N.A., Shigapov, M.Ya., Khasanova, E.M., and Kutyrev, G.A., Russ. J. Org. Chem., 2015, vol. 51, no. 10, p. 1499. doi 10.1134/S1070428015100243
Khannanov, A.A., Kutyreva, M.P., Ulakhovich, N.A., Gataulina, A.R., Bondar, O.V., Zakharova, L.Y., and Kutyrev, G.A., Fluid Phase Equil., 2016, vol. 411, p. 93. doi 10.1016/j.fluid.2015.12.023
Zagar, E. and Grdadolnik, J., J. Mol. Struct., 2003, vol. 658, p. 143. doi 10.1016/j.polymer.2005.10.142
Kutyreva, M.P., Khannanov, A.A., Zakharova, L.Y., Ulakhovich, N.A., Kutyrev, G.A., and Gabdrakhmanov, D.R., Colloids Surf. A Physicochem. Eng. Asp., 2015, vol. 468, p. 40. doi 10.1016/j.colsurfa.2014.11.058
Kutyreva, M.P., Gataulina, A.R., Ulakhovich, N.A., Terekhova, N.V., and Kutyrev, G.A., Russ. J. Org. Chem., 2015, vol. 51, no. 10, p. 1376. doi 10.1134/S1070428015100036
Bellamy, L.J., The Infra-Red Spectra of Complex Molecules, London: Methuen, 1980, vol. 2.
Nyquist, R.A., Fiedler, S., and Streck, R., Vibr. Spectrosc., 1994, vol. 6, p. 285.
Reul, R., Nguyen, J., and Kissel, T., Biomaterials, 2009, vol. 30, no. 29, p. 5815. doi 10.1016/j.biomaterials.2009.06.057
Toroptseva, A.M., Belogorodskaya, K.V., and Bondarenko, V.M., Laboratornyi praktikum po khimii i tekhnologii vysokomolekulyarnykh soedinenii (Laboratory Manual on the Chemistry and Technology of Macromolecular Compounds), Leningrad: Khimiya, 1972, p. 127.
El-Sherif, A.A. and Eldebss, T.M.A., Spectrochim. Acta, Part A, 2011, vol. 79, p. 1803. doi 10.1016/j.saa.2011.05.062
Zhang, W. and Jacobsen, E.N., J. Org. Chem., 1991, vol. 56, p. 2296. doi 10.1021/jo00007a012
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Dedicated to V. F. Mironov on His 60th Anniversary
Original Russian Text © A.R. Gataulina, E.M. Khasanova, A.S. Basalaev, N.A. Ulakhovich, G.A. Kutyrev, S.V. Yurtaeva, M.P. Kutyreva, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 9, pp. 1515–1525.
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Gataulina, A.R., Khasanova, E.M., Basalaev, A.S. et al. Hyperbranched polyester poly[3-(morpholin-4-yl)propionates] and their copper(II) complexes. Russ J Gen Chem 87, 1995–2005 (2017). https://doi.org/10.1134/S1070363217090158
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DOI: https://doi.org/10.1134/S1070363217090158