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Photoisomerization and photocyclization of 4-styrylquinoline derivatives

  • Photochemistry
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Abstract

The photochemical properties of 4-styrylquinoline and its derivatives with fluorine and chlorine atoms and nitro group in the para-position of the styryl moiety were studied. Under irradiation in neutral alcohol solutions, these compounds undergo reversible trans-cis photoisomerization with quantum yields close to 0.5, and the cis-isomers undergo cyclization to give benz[i]phenanthridines with quantum yields that do not exceed 0.01. For several compounds, the primary product of photocyclization, dihydrobenz[i]phenanthridine, was spectrally detected. On passing from the neutral to protonated forms, the photoisomerization quantum yields of these styrylquinolines changed insignificantly, and the photocyclization did not occur at all.

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Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, pr. Akademika Semenova 1, Chernogolovka, Moscow oblast, 142432, Russia

    M. F. Budyka, N. I. Potashova, T. N. Gavrishova & V. M. Li

Authors
  1. M. F. Budyka
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  2. N. I. Potashova
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  3. T. N. Gavrishova
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  4. V. M. Li
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Correspondence to M. F. Budyka.

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Original Russian Text © M.F. Budyka, N.I. Potashova, T. N. Gavrishova, V.M. Li, 2009, published in Khimiya Vysokikh Energii, 2009, Vol. 43, No. 5, pp. 424–430.

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Budyka, M.F., Potashova, N.I., Gavrishova, T.N. et al. Photoisomerization and photocyclization of 4-styrylquinoline derivatives. High Energy Chem 43, 370–376 (2009). https://doi.org/10.1134/S0018143909050075

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  • DOI: https://doi.org/10.1134/S0018143909050075

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