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Article Dans Une Revue Photochemical & Photobiological Sciences Année : 2018

β-Diketone derivatives: influence of the chelating group on the photophysical and mechanofluorochromic properties

Résumé

A diphenyl-boron β-diketonate complex was synthesized. Its photophysical properties were studied in solution and in the solid-state, and compared to those of its parent diketone and the corresponding difluoro-boron complex. TD-DFT calculations show that the molecular orbitals involved in the first Franck–Condon transition are very different for the three compounds studied. The difluoro-boron complex is strongly fluorescent in solution, and remains fluorescent in the solid-state. The free diketone turns to be very weakly fluorescent in solution and displays significant Aggregation Induced Enhanced Emission (AIEE) in the crystalline state, which can be explained by a rigidification of the molecule, while the diphenyl-boron complex is weakly fluorescent in solution as well as in the solid-state. For the free di-ketone and the difluoro-boron complex a mechanofluorochromic response is observed upon grinding the crystalline powder in a mortar, while for the diphenyl-boron complex no fluorescence emission change is detected under these conditions. Overall, this study shows that the nature of the chelating group has a crucial influence on the photophysical and mechanofluorochromic properties of β-diketonate complexes, leading to a wide variety of behaviors within the closely related structures of such derivatives.
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Dates et versions

hal-01864530 , version 1 (06-09-2018)

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Marine Louis, Régis Guillot, Rémi Métivier, Clémence Allain. β-Diketone derivatives: influence of the chelating group on the photophysical and mechanofluorochromic properties. Photochemical & Photobiological Sciences , 2018, 17 (6), pp.822 - 828. ⟨10.1039/c8pp00070k⟩. ⟨hal-01864530⟩
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