Abstract
Spectral, luminescent, and photochemical properties of 7,7,9-trimethyl-6,7-dihydrofuro[3,2-f]quinoline (FDHQ) have been studied in hexane, alcohols, and water. Unlike 1,2-dihydroquinolines without the furo substituent, the fluorescence quantum yields for FDHQ in water and methanol are high (0.4 and 0.2, respectively), thereby indicating a difference in routes of excitation energy degradation in these compounds. The regularities in the FDHQ phototransformations have been studied by steady-state photolysis. The composition and the yield of final products depend on the presence or absence of oxygen in the system to a higher extent than on the solvent nature. This indicates the participation of the triplet excited state in the photo-chemical reactions in oxygen-free systems.
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Llano, J., Raber, J., and Eriksson, L.A., J. Photochem. Photobiol A: Chem., 2003, vol. 154, p. 235.
Ando, K., Akai, Y., Kunimoto, J., Yokomizo, T., Nakajima, H., Takeuchi, T., Yamashita, M., Ohta, S., Ohishi, T., and Ohishi, Y., Org. Biomol. Chem., 2007, vol. 5, p. 655.
Bethea, D., Fullmer, B., Syed, S, Seltzer, G., Tiano J., Rischko, C., Gillespie, L., Brown, D., and Gasparro, F.P., J. Dermatol. Sci., 1999, vol. 19, p. 78.
Via, L.D., Mammi, S., Uriarte, E., Santana, L., Lampronti, I., Gambari, R., and Gia, O., J. Med. Chem., 2006, vol. 49, p. 4317.
Marzano, C., Chilin, A., Bordin, F., Baccichetti, F., and Guiotto, A., Bioorg. Med. Chem., 2002, vol. 10, p. 2835.
Kasaikina, O.T., Gagarina, A.B., Ivanov, Yu.A., Rozantsev, E.G., and Emanuel, N.M., Izv. Akad. Nauk SSSR, Ser. Khim., 1975, p. 2247 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1975].
Nekipelova, T.D. and Gagarina, A.B., Neftekhimiya, 1982, vol. 22, p. 278 [Petroleum Chemistry, 1982, vol. 22, p. 278].
Nekipelova, T.D., Malkin, Ya.N., and Kuzmin, V.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1980, no. 1, p. 80 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1980, vol. 29, no. 1, p. 67].
Malkin, Ya.N., Pirogov, N.O., and Kuzmin, V.A., J. Photochem., 1984, vol. 26, p. 193.
Nekipelova, T.D., Shishkov, V.S., and Kuzmin, V.A., High Energy Chem., 2002, vol. 36, p. 183.
Nekipelova, T., Gostev, F., Kuzmin, V., and Sarkisov, O., Photochem., Photobiol. Sci., 2006, vol. 5, p. 815.
Lygo, O.N., Ragab, S.S., Nekipelova, T.D., and Kuzmin, V.A., High Energy Chem., 2011, vol. 45, p. 300.
Kuzmin, V.A., Mazaletskaya, L.I., Nekipelova, T.D., and Khodot, E.N., Izv. Akad. Nauk, Ser. Khim., 2008, no. 11, p. 2356 [Russ. Chem. Bull., 2008, vol. 57, no. 11. p. 2405].
Parker, C.A., Photoluminescence of Solutions. Elsevier, Amsterdam, 1968, 544 p.
Nagornaya, L.L., Bezuglyi, V.D., and Demchenko, V.D., Opt. Spectrosc., 1962, vol. 13, p. 518.
Nekipelova, T.D. and Shishkov, V.S., High Energy Chem., 2004, vol. 38, p. 315.
Laikov, D.N., Chem. Phys. Lett., 1997, vol. 281, p. 151.
Nekipelova, T.D. and Kuzmin, V.A., High Energy Chem., 2005, vol. 39, p. 392.
Taimr, L., Prusikova, M., and Pospisil, J., Angew. Makromol. Chem. 1991, vol. 190, p. 53.
Thorisson, S., Gunstone, F. D., and Hardy, R., Chem., Phys. Lipids., 1992, vol. 60, p. 263.
Nekipelova, T.D. and Gagarina, A.B., Dokl. Akad. Nauk SSSR, 1976, vol. 231, p. 392 [Proc. Acad. Sci. USSR, Phys. Chem., vol. 231).
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Original Russian Text © O.N. Lygo, T.D. Nekipelova, E.N. Khodot, V.A. Kuzmin, V.V. Shakhmatov, V.A. Volnukhin, V.V. Vargin, A.B. Shevelev, A.V. Shibaeva, 2012, published in Khimiya Vysokikh Energii, 2012, Vol. 46, No. 3, pp. 216–221.
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Lygo, O.N., Nekipelova, T.D., Khodot, E.N. et al. Spectral and luminescence properties and photochemical transformations of 7,7,9-trimethyl-6,7-dihydrofuro[3,2-f]quinoline. High Energy Chem 46, 171–176 (2012). https://doi.org/10.1134/S0018143912030046
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DOI: https://doi.org/10.1134/S0018143912030046