Abstract
Oxidative dehydrogenation of pyrocatechol and 1,4-benzoquinone with 3,3′,5,5′-tetra-tert-butyl-trans-stilbenequinone as oxidant afforded oligomeric polyhydroquinones and polyquinones. Appropriate reaction conditions have been found, and the resulting oligomers have been characterized by IR and MALDI TOF mass spectra and elemental analyses.
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Tibaoui, T., Ayachi, S., Hamidi, M., Bouachrine, M., Paris, M., and Alimi, K., J. Appl. Polym. Sci., 2010, vol. 118, p.711.
Akhmadullin, R.M., Akhmadullina, A.G., Mukmeneva, N.A., Gazizov, A.R., Tagirov, L.R., Klochkov, V.V., Yavkin, B.V., Orlinskii, S.B., and Nigmatullin, T.F., Res. J. Pharm. Biol. Chem. Sci., 2016, vol. 7, no. 2, p.577.
Furlani, A., Russo, M.V., and Cataldo, F., Synth. Met., 1989, vol. 29, no. 1, p.507.
Sadykh-Zade, S.I., Ragimov, A.V., Suleimanova, S.S., and Liogon’kii, B.I., Vysokomol. Soedin., 1972, vol. 14, no. 6, p. 1395.
Zhang, A.J., He, J., Guan, Y., Li, Z.Y., Zhang, Y.J., and Zhu, J.X., Sci. China: Chem., 2012, vol. 55, p.5.
Yamamoto, K., Asada, T., Nishide, H., and Tsushida, E., Bull. Chem. Soc. Jpn., 1990, vol. 63, no. 4, p. 1211.
Wang, P., Martin, B.D., Parida, S., Rethwisch, D.G., and Dordick, J.S., J. Am. Chem. Soc., 1995, vol. 117, no. 51, p. 12885.
Berlin, A.A., Ragimov, A.V., Sadykh-Zade, S.I., Gadzhieva, T.A., and Takhmazov, B.M., Vysokomol. Soedin., 1975, vol. 17, no. 1, p.111.
Yamamoto, T. and Kimura, T., Macromolecules, 2011, vol. 44, no. 7, p. 2245.
Sabaa, M.W., Madkour, T.M., and Yassin, A.A., Polym. Degrad. Stab., 1988, vol. 22, p.195.
Akhmadullin, R.M. and Akhmadullina, A.G., RU Patent no. 2 552 516, 2015.
Akhmadullin, R.M., Gatiyatullin, D.R., Akhmadullina, A.G., Verizhnikov, L.V., and Mukmeneva, N.A., Vestn. Kazan. Tekhnol. Univ., 2014, vol. 17, no. 6, p.160.
Bonn, C.R. and Compbell, T.W., J. Org. Chem., 1957, vol. 22, no. 4, p.458.
Ragimov, A.V., Bektashi, F.T., and Liogon’kii, B.I., Vysokomol. Soedin., 1975, vol. 17, no. 12, p. 2753.
Hoang, H.Y., Akhmadullin, R.M., Akhmadullina, F.Yu., Zakirov, R.K., Akhmadullina, A.G., and Gazizov, A.S., Russ. J. Org. Chem., 2018, vol. 54, p. 1008.
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Original Russian Text © T.F. Nigmatullin, R.M. Akhmadullin, A.S. Gazizov, A.G. Akhmadullina, N.A. Mukmeneva, H.Y. Hoang, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 9, pp. 1307–1312.
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Nigmatullin, T.F., Akhmadullin, R.M., Gazizov, A.S. et al. Synthesis of Oligomers by Oxidative Dehydrogenation of Dihydric Phenols and Quinones with 3,3′,5,5′-Tetra-tert-butyl-trans-stilbenequinone. Russ J Org Chem 54, 1319–1324 (2018). https://doi.org/10.1134/S1070428018090087
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DOI: https://doi.org/10.1134/S1070428018090087