Abstract
Diarylethylenes with large π-systems often lose their photochemical activity (the size effect). Pyrenyl)-2-(2-quinolyl)ethylene (1P2QE), despite having a large conjugated π-system of 28 electrons, undergoes two-way reversible trans-cis photoisomerization both in the neutral and protonated forms with quantum yields as high as 0.13-0.83. For the neutral 1P2QE, experimental data and quantum-chemical calculations indicate a diabatic (nonadiabatic) reaction mechanism. Due to high photoisomerization quantum yields and the long-wavelength absorption band at 340-460 nm and 390-560 nm for the neutral and protonated compounds, respectively, 1P2QE can be used as a molecular photoswitch that is sensitive to visible light.
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This work was supported by the Russian Foundation for Basic Research (Grant No. 17-03-00789).
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Budyka, M.F., Li, V.M. Visible-light-driven two-way photoisomerization of 1-(1-pyrenyl)-2-(2-quinolyl)ethylene in neutral and protonated forms. Photochem Photobiol Sci 17, 213–220 (2018). https://doi.org/10.1039/c7pp00359e
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DOI: https://doi.org/10.1039/c7pp00359e