4.5 Article

Oxazolone-Based Photoswitches: Synthesis and Properties

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 29, Pages 6611-6618

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300641

Keywords

Photochemistry; Molecular devices; Photoswitches; Density functional calculations; Heterocycles

Funding

  1. Spanish Ministerio de Ciencia e Innovacion (MICINN)/Fondos Europeos para el Desarrollo Regional (FEDER) [CTQ2011-24800]
  2. Spanish Ministerio de Educacion y Ciencia (MEC)

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The synthesis, photophysics and photochemistry of a family of molecular switches inspired by the green fluorescent protein (GFP) chromophore is presented. These compounds can be synthesized in one step and good yields, their photophysical properties may be tuned by the substituents, solvent and wavelength of irradiation, and they show very efficient and fast photoisomerization. Furthermore, their high thermal stability and limited photodecomposition could allow these switches to be used in a range of applications. Finally, oxazolone photoswitches may be activated by the use of light and deactivated by either heat or light of a different wavelength.

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