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New biscyanine dye based on 1-{2-oxo-2-[4-(2-oxo-2H-chromen-3-yl)phenyl]ethyl}-4-methylpyridinium bromide. Electron transitions and electronic spectra

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Abstract

New biscyanine dye, 4-{2-[4-(dimethylamino)phenyl]ethenyl}-1-{2-[4-(dimethylamino)phenyl]-1-[4-(2-oxo-2H-chromen-3-yl)benzoyl]ethenyl}pyridinium bromide, has been prepared via condensation of 4-dimethylaminobenzaldehyde with 4-methyl-1-{2-oxo-2-[4-(2-oxo-2H-chromen-3-yl)phenyl]ethyl}pyridinium bromide. The latter has been synthesized via the Meerwein reaction of coumarin with 4-acetylphenyldiazonium chloride with subsequent bromination and quaternization of the formed α-bromoketone under the action of 4-methylpyridine. Electronic spectra are analyzed, and quantum-chemical simulation of possible isomers of the biscyanine dye has been performed.

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Authors and Affiliations

  1. Yurii Fed’kovich Chernivtsi National University, Chernivtsi, Ukraine

    O. V. Yelenich, O. V. Skrypska & P. I. Yagodinets

  2. Ivan Franko Lviv National University, Lviv, Ukraine

    R. Z. Lytvyn, A. O. Neshchadin & M. D. Obushak

  3. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Kirilla i Mefodiya 6, Lviv, 79005, Ukraine

    A. D. Kachkovskii

Authors
  1. O. V. Yelenich
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  2. O. V. Skrypska
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  3. R. Z. Lytvyn
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  4. A. O. Neshchadin
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  5. M. D. Obushak
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  6. A. D. Kachkovskii
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  7. P. I. Yagodinets
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Corresponding author

Correspondence to M. D. Obushak.

Additional information

Original Russian Text © O.V. Yelenich, O.V. Skrypska, R.Z. Lytvyn, A.O. Neshchadin, M.D. Obushak, A.D. Kachkovskii, P.I. Yagodinets, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 11, pp. 1817–1822.

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Yelenich, O.V., Skrypska, O.V., Lytvyn, R.Z. et al. New biscyanine dye based on 1-{2-oxo-2-[4-(2-oxo-2H-chromen-3-yl)phenyl]ethyl}-4-methylpyridinium bromide. Electron transitions and electronic spectra. Russ J Gen Chem 84, 2114–2119 (2014). https://doi.org/10.1134/S1070363214110127

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  • DOI: https://doi.org/10.1134/S1070363214110127

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