Untersuchungen über Stilbene, XXVII. Stilbazole mit höheren aromatischen Ringsystemen

Drefahl, Günther; Ponsold, K.; Gerlach, Eberhard

doi:10.1002/cber.19600930231

Cited by 10 publications

(1 citation statement)

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“…The next compound in this series where the size effect could manifest itself is 1-(1-pyrenyl)-2-(2-quinolyl)ethylene (1P2QE), which has 28 π-electrons, Scheme 1. This compound was previously synthesized, 24 however, its photochemical properties have not been studied. The lack of the size effect observed previously makes the pyrene-substituted system a good candidate for pushing the spectral response into the visible region.…”

Section: Introductionmentioning

confidence: 99%

Visible-light-driven two-way photoisomerization of 1-(1-pyrenyl)-2-(2-quinolyl)ethylene in neutral and protonated forms

Будыка

2018

Photochem Photobiol Sci

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Diarylethylenes with large π-systems often lose their photochemical activity (the size effect). 1-(1-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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Section: Introductionmentioning

confidence: 99%