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Photochromic performance of a dithienylethene-indolinooxazolidine hybrid

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Abstract

The synthesis and the photochromic performance of a single-molecule system based on the covalent combination of dithienylperfluorocyclopentene and indolino[2,1-b]oxazolidine are described. The photoinduced interconversion between four states was shown to be deeply dependent on solvent and can be selectively controlled by adjusting the irradiation wavelength in chlorobenzene solutions. The color can be switched between colorless, yellow, pink and green on demand. This biphotochromic hybrid compound, despite poor fatigue resistance properties of the most conjugated colored isomer, displays large contrasts in structure, switching between zwitterionic and neutral character, independent chromophores and highly conjugated π systems.

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Authors and Affiliations

  1. Institut des Sciences Moléculaires, UMR CNRS, Université de Bordeaux, 5255, France

    Guillaume Sevez, Jiaan Gan & Jean-Luc Pozzo

  2. Université Lille Nord de France, UDSL, 8009, Lille, France

    Stéphanie Delbaere & Gaston Vermeersch

  3. CIMA, UMR CNRS, Université Angers, 6501, Angers, France

    Lionel Sanguinet & Eric Levillain

Authors
  1. Guillaume Sevez
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  2. Jiaan Gan
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  3. Stéphanie Delbaere
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  4. Gaston Vermeersch
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  5. Lionel Sanguinet
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  6. Eric Levillain
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  7. Jean-Luc Pozzo
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Corresponding author

Correspondence to Jean-Luc Pozzo.

Additional information

This paper is part of a themed issue on synthetic and natural photoswitches.

Electronic supplementary information (ESI) available: 1H NMR spectra of 1a and 1b, time evolution toward PSS, absorption spectra. See DOI: 10.1039/b9pp00127a

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Sevez, G., Gan, J., Delbaere, S. et al. Photochromic performance of a dithienylethene-indolinooxazolidine hybrid. Photochem Photobiol Sci 9, 131–135 (2010). https://doi.org/10.1039/b9pp00127a

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  • DOI: https://doi.org/10.1039/b9pp00127a

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