Abstract
By substitution of bromine in 4-bromo-5-nitrophthalonitrile 4-(aryloxy)-5-nitrophthalonitriles were synthesized and, on their basis, cobalt and copper tetra(4-aryloxy-5-nitro)phthalo-cyanines were prepared. Spectral properties of the obtained octasubstituted phthalocyanines were investigated.
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Znoiko, S.A., Kuz’min, I.A., Tikhomirova, T.V., Smirnov, N.N., Maizlish, V.E., Vashurin, A.S., and Shaposhnikov, G.P., Russ. J. Gen. Chem., 2018, vol. 88, no. 4, p. 751. doi 10.1134/S1070363218040205
Li, Q. and Li, L., Photoconducting Discotic Liquid Crystals; in Ther-Motropic Liquid Crystal, Ramamorthy, A., Ed., Dordrecht: Springer, 2007, p.297.
Wohrle, D., Schnurpfeil, G., Makarov, S.G., Kazarin, A., and Suvorova, O.N., Macroheterocycles, 2012, vol. 5, p. 191. doi 10.6060/mhc2012.120990w
Motoyoshi, R., Suzuki, A., Kikuchi, K., and Oku, T., Synth. Met., 2009, vol. 159, no. 13, p. 1345.
Sheng, C.X., Norwood, R.A., Wang, J., Thomas, J., Steeves, D., Kimball, B., and Peyghambarian, N., Appl. Optics. 2009, vol. 48, no. 14, p. 2731. doi 10.1364/AO.48.002731
Shirk, J.S., Pong, R.G.S., Bartoli, F.J., and Snow, A.W., Appl. Phys. Lett., 1993, vol. 63, no. 14, p. 1880. doi 10.1063/1.110635
Zhou, X.Q., Wang, B., Han, Z.X., and He, C.Y., Appl. Mech. Mater., 2013, vols. 303–306, p. 45. doi 10.4028/www.scientific.net/AMM.303-306.45
Tekdas, D.A., Gürek, A.G., and Ahsen, V., J. Porph. Phthalocyan., 2014, vol. 18, p. 899. doi 10.1142/S1088424614500709
Basova, T., Hassan, A., Durmus, M., Gürek, A.G., and Ahsen, V., Coord. Chem. Rev., 2016, vol. 310, p. 131. doi 10.1016/j.ccr.2015.11.005
Takagi, Y., Ohta, K., Shimosugi, S., Fujii, T., and Itoh, E., J. Mater. Chem., 2012, vol. 22, p. 14418. doi 10.1039/c2jm32284f
Yoshioka, M., Ohta, K., and Yasutake, M., RSC Adv., 2015, vol. 5, p. 13828. doi 10.1039/c4ra13474e
Ohta, K., Adachi, K., and Yasutake, M., J. Porph. Phthalocyan., 2017, vol. 21, p. 48. doi 10.1142/S1088424617500043
Znoiko, S.A., Akopova, O.B., Bumbina, N.V., Usoltseva, N.V., Maizlish, V.E., Shaposhnikov, G.P., and Abramov, I.G., Russ. J. Gen. Chem., 2014, vol. 84, no. 4, p. 708. doi 10.1134/S1070363214040185
Znoiko, S.A., Maizlish, V.E., Shaposhnikov, G.P., Abramov, I.G., Anan’eva, G.A., Bykova, V.V., and Usol’tseva, N.V., Zhid. Krist. Ikh Prakt. Ispol’z., 2009, no. 3(29), p.36.
Abramov, I.G., Smirnov, A.V., Plakhtinskii, V.V., and Krasovskaya, G.G., Mendeleev Commun., 2002, vol. 2, p. 72. doi 10.1070/MC2002v012n02ABEH001538
Abramov, I.G., Smirnov, A.V., Ivanovskii, S.A., Abramova, M.B., and Plachtinsky, V.V., Chem. Heterocycl. Compd., 2000, vol. 36, no. 9, p. 1062. doi 10.1023/A:1002786015976
Smit, A., Prikladnaya IK-spektroskopiya. Osnovy, tekhnika, analiticheskoe primenenie (Applied IR Spectroscopy. Basics, Technique, Analytical Application), Moscow: Mir, 1982.
Shaposhnikov, G.P., Kulinich, V.P., and Maizlish, V.E., Modifitsirovannye ftalotsianiny i ikh strukturnye analogi (Modified Phthalocyanines and Their Structural Analogues), Moscow: KRASAND, 2012.
Shishkina, O.V., Maizlish, V.E., Shaposhnikov, G.P., Lubimtsev, A.V., Smirnov, R.P., and Baran’sky, A., Russ. J. Gen. Chem., 1997, vol. 67, no. 5, p.793.
Znoiko, S.A., Savinova, A.I., Maizlish, V.E., Shaposhnikov, G.P., and Abramov, I.G., Russ. J. Gen. Chem., 2016, vol. 86, no. 6, p. 1345. doi 10.1134/S1070363216060207
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Original Russian Text © A.I. Mikhailova, S.A. Znoiko, V.E. Maizlish, G.P. Shaposhnikov, I.G. Abramov, M.B. Abramova, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 7, pp. 1133–1137.
For communication XVI, see [1].
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Mikhailova, A.I., Znoiko, S.A., Maizlish, V.E. et al. Nucleophilic Substitution of 4-Bromo-5-nitrophthalodinitrile: XVII. Synthesis and Properties of Bifunctionally Substituted Metal Phthalocyanines with Aryloxy and Nitro Groups. Russ J Gen Chem 88, 1425–1429 (2018). https://doi.org/10.1134/S1070363218070125
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DOI: https://doi.org/10.1134/S1070363218070125