Abstract
The quantum yields of the trans-cis and cis-trans photoisomerization of 2-styrylquinoline (2SQ) and its several derivatives were measured in neutral, protonated, and quaternized forms. It was shown that electron-donor substituents in the styryl moiety increase the quantum yield of trans-cis photoisometization ϕtc in the neutral form as a result of stabilization of the intermediate zwitterionic perpendicular conformer. On passing from the neutral to the positively charged forms (protonated or quaternized), an increase in the quantum yields to ϕtc > 0.5 was observed, thus suggesting in terms of the classical diabatic mechanism of photoisomerization via the perpendicular conformer the shift of the minimum on the potential energy surface (PES) of the S 1 state relative to the maximum of the S 0 state PES to the cis-isomer or a possible contribution of the adiabatic route to the photoisomerization of the 2SQ cations.
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Original Russian Text © M.F. Budyka, N.I. Potashova, T.N. Gavrishova, V.M. Li, 2008, published in Khimiya Vysokikh Energii, 2008, Vol. 42, No. 6, pp. 497–504.
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Budyka, M.F., Potashova, N.I., Gavrishova, T.N. et al. Photoisomerization of 2-styrylquinoline in neutral and protonated forms. High Energy Chem 42, 446–453 (2008). https://doi.org/10.1134/S0018143908060052
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DOI: https://doi.org/10.1134/S0018143908060052