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Spectral and photochemical properties of bis(styrylquinoline) dyad with o-xylylene bridge

  • Photochemistry
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Abstract

Properties of 1,2-bis-(4-[(E)-2-quinoline-2-vinyl)phenoxymethyl)benzene, a bis(styrylquinoline) dyad SoS, in which two styrylquinoline fragments (SQ) are linked by o-xylylene bridge, have been investigated. Photoisomerization of the SQ fragment in the bichromophoric dyad occurs as efficiently as in the monochromophoric model compound 2-(4-methoxystyryl)quinoline MeSQ. Along with photoisomerization, [2 + 2]-photocycloaddition occurs affording tetrasubstituted cyclobutane. According to the quantumchemical DFT calculations, this reaction is assisted by preorganizing action of o-xylylene group orienting the two SQ fragments in the dyad in the head-to-head position.

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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, T. N. Gavrishova, N. I. Potashova & O. V. Chashchikhin

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

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Original Russian Text © M.F. Budyka, T.N. Gavrishova, N.I. Potashova, O.V. Chashchikhin, 2015, published in Khimiya Vysokikh Energii, 2015, Vol. 49, No. 4, pp. 269–275.

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Budyka, M.F., Gavrishova, T.N., Potashova, N.I. et al. Spectral and photochemical properties of bis(styrylquinoline) dyad with o-xylylene bridge. High Energy Chem 49, 237–242 (2015). https://doi.org/10.1134/S0018143915040049

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  • DOI: https://doi.org/10.1134/S0018143915040049

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