51. Push-pull conjugated chromene-derivatives for potential bio-imaging applications. Synthesis, X-Ray and DFT studies, one- and two-photon photophysical properties.
- Author
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Jin, Ying, Chai, Zhiyong, Rousselin, Yoann, Pouzens, Jean-Thomas, Fleurat-Lessard, Paul, Gros, Claude P., Beau, Annaëlle, Bolze, Frédéric, and Xu, Hai-Jun
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FLUORESCENCE yield , *EXCITATION spectrum , *X-rays , *ELECTRONIC structure - Abstract
Dicyanomethylene-4H-benzopyran derivatives dyes containing D- π -A-type structure have been prepared and fully characterized. The Z configuration of all three structures has been confirmed by SCXRD studies. Dyes 1–6 present a strong absorption in the 450–550 nm region with ε values over 43 000 M−1 cm−1 1–4 showed fluorescence properties while 5 and 6 are very weakly fluorescent. The electronic structure of the first singlet excited state S 1 was investigated to further explain the evolution of fluorescence quantum yields. The two-photon excitation spectra were recorded with a similar behaviour upon two-photon excitation, with two absorption bands, one in the 800–850 nm region with σ 2 of 200–300 GM and another one at about 1000 nm with σ 2 of 300–400 GM. Dyes 3 and 4 have shown interesting properties (both in intensity and FLIM modes) in two-photon excited microscopy. [Display omitted] • Push-pull conjugated chromene-derivatives have been synthesized and characterized. • The trans conformation of all three structures has been confirmed by SCXRD studies. • Two of the compounds show interesting properties in two-photon excited microscopy. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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