Abstract
A number of N-(9-antrylmethyl)-N′-arylmethylidenebenzene-1,2-diamines and 1-(9-anthrylmethyl)-2-aryl-1H-benzimidazoles were synthesized by condensation of N-(9-anthrylmethyl)benzene-1,2-diamine with aromatic and heterocyclic aldehydes. Study on their luminescent properties and complexing ability showed that 2-{[2-(9-anthrylmethylamino)phenylimino]methyl}-5-methylphenol, 2-{[2-(9-anthrylmethylamino)phenylimino] methyl}-4-methoxyphenol, and 2-{[2-(9-anthrylmethylamino)phenylimino]methyl}-6-methoxy-4-nitrophenol are effective and highly selective chemosensors for H+ and Hg2+ ions.
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Tolpygin, I.E., Bren’, V.A., Dubonosov, A.D., Min-kin, V.I., and Rybalkin, V.P., Russ. J. Org. Chem., 2003, vol. 39, p. 1364.
Gribanova, T.N., Dubonosov, A.D., Tolpygin, I.E., Rybal-kin, V.P., Bren’, V.A., Minyaev, R.M., and Minkin, V.I., Russ. J. Org. Chem., 2005, vol. 41, p. 1175.
Plater, M.J., Greig, I., Helfrich, M.H., and Ralston, S.H., J. Chem. Soc., Perkin Trans. 1, 2001, p. 2553.
Knyazhanskii, M.I. and Metelitsa, A.V., Fotoinitsiirovannye protsessy v molekulakh azometinov i ikh strukturnykh analogov (Photoinitiated Processes in Molecules of Schiff Bases and Their Structural Analogs), Rostov-on-Don: Rostov. Gos. Univ., 1992.
de Silva, A.P., McClean, G.D., Moody, T.S., and Weir, S.M., Handbook of Photochemistry and Photobiology, Nalwa, H.S., Ed., Stevenson Ranch, CA: American Scientific, 2003, p. 217.
Bren’, V.A., Usp. Khim., 2001, vol. 70, p. 1152.
Callan, J.F., de Silva, A.P., and Magri, D.C., Tetrahedron, 2005, vol. 61, p. 8551.
Valeur, B. and Leray, I., Coord. Chem. Rev., 2000, vol. 205, p. 3.
Yu, Y., Lin, L.-R., Yang, K.-B., Zhong, X., Huang, R.-B., and Zheng, L.-S., Talanta, 2006, vol. 69, p. 103.
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Original Russian Text © I.E. Tolpygin, V.P. Rybalkin, E.N. Shepelenko, L.L. Popova, Yu.V. Revinskii, A.V. Tsukanov, O.I. Dmitrieva, A.D. Dubonosov, V.A. Bren’, V.I. Minkin, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 4, pp. 562–565.
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Tolpygin, I.E., Rybalkin, V.P., Shepelenko, E.N. et al. Chemosensors based on N-(9-anthrylmethyl)-benzene-1,2-diamine. Russ J Org Chem 44, 557–560 (2008). https://doi.org/10.1134/S1070428008040155
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DOI: https://doi.org/10.1134/S1070428008040155