Abstract
The spectral and fluorescent properties of (bis-θ,θ′-dimethylaminopolyenyl)diketones were studied. It was found that the presence of two carbonyl groups in the diketone structure leads to a bathochromic shift of the absorption spectrum of the dye with respect to that of the corresponding compound with one carbonyl group. The shift is presumably due to a greater extent of charge transfer from the terminal amino groups to the central carbonyl groups than in the corresponding ketocyanine with one carbonyl group. The 13C NMR spectra of these dyes also indicate that the electronic structure of the diketones is closer to the polymethine state with equalized bonds than in the case of corresponding usual ketocyanines. The diketones are readily protonated by trace acids. The prototropic equilibrium constants measured for the diketones turned out to be close to those for the dye with one carbonyl group.
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Krasnaya, Zh.A. and Tatikolov, A.S., Izv. Akad. Nauk, Ser. Khim., 2003, no. 8, p. 1555.
Krasnaya, Zh.A., Tatikolov, A.S., Shvedova, L.A., and Kuz’min, V.A., Zh. Nauchn. Prikl. Fotogr., 2001, vol. 46, no. 1, p. 34.
Tatikolov A.S., Krasnaya Zh.A., Shvedova L.A., and Kuz’min V.A., Int. J. Photoenergy, 2000, vol. 2, no. 1, p. 23.
Shvedova L.A., Tatikolov A.S., Krasnaya Zh.A., Bekker A.R., and Kuz’min V.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1990, no. 7, p. 1514.
Shvedova L.A., Tatikolov A.S., Krasnaya Zh.A., Bekker A.R., and Kuz’min V.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1988, no. 1, p. 61.
Shvedova, L.A., Tatikolov, A.S., Kuz’min, V.A., Krasnaya, Zh.A., and Bekker, A.R., Dokl. Akad. Nauk SSSR, 1984, vol. 276, no. 3, p. 654.
Shvedova, L.A., Tatikolov, A.S., Kuz’min, V.A., Krasnaya, Zh.A., and Bekker, A.R., Dokl. Akad. Nauk SSSR, 1984, vol. 276, no. 1, p. 164.
Krasnaya, Zh.A., Stytsenko, T.S., Prokof’ev, E.P., and Kucherov, V.F., Izv. Akad. Nauk SSSR, Ser. Khim., 1978, no. 2, p. 392.
Fanov, Yu.A., Krasnaya, Zh.A., Stytsenko, T.S., Slovetskii, V.I., and Isaev, E.I., Izv. Akad. Nauk SSSR, Ser. Khim., 1989, no. 2, p. 493.
Shveikhgeimer, N.M.-G., Krasnaya, Zh.A., Stytsenko, T.S., and Slovetskii, V.I., Neftekhimiya, 1990, vol. 30, no. 4, p. 567.
Krasnaya, Zh.A., Grechkina, E.V., and Bogdanov, V.S., Izv. Akad. Nauk, Ser. Khim., 1993, no. 7, p. 1235.
Shvedova, L.A., Tatikolov, A.S., Sklyarenko, V.I., and Krasnaya, Zh.A., Int. J. Photoenergy, 2005, vol. 7, no. 3, p. 125.
Krasnaya, Zh.A., Stytsenko, T.S., Prokof’ev, E.P., Petukhov, V.A., and Kucherov, V.F., USSR Inventor’s Certificate No. 479758, Byull. Izobret., 1976, no. 29.
Krasnaya Zh.A., Stytsenko T.S., Prokof’ev E.P., Petukhov V.A., and Kucherov V.F., Izv. Akad. Nauk SSSR, Ser. Khim., 1976, no. 3, p. 595.
Tatikolov, A.S. and Costa, S.M.B., Biophys. Chem., 2004, vol. 107, no. 1, p. 33.
Roth, N.J.L. and Craig, A.C., J. Phys. Chem., 1974, vol. 78, no. 12, p. 1154.
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Original Russian Text © L.A. Shvedova, A.S. Tatikolov, Zh.A. Krasnaya, 2006, published in Khimiya Vysokikh Energii, 2006, Vol. 40, No. 6, pp. 444–450.
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Shvedova, L.A., Tatikolov, A.S. & Krasnaya, Z.A. Spectral and fluorescent properties and prototropic equilibrium of (bis-θ,θ′-dimethylaminopolyenyl)diketones. High Energy Chem 40, 396–402 (2006). https://doi.org/10.1134/S0018143906060075
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DOI: https://doi.org/10.1134/S0018143906060075