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Sökning: WFRF:(Hilbers F) > (2023)

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  • Kuntze, Kim, et al. (författare)
  • A visible-light-driven molecular motor based on barbituric acid
  • 2023
  • Ingår i: Chemical Science. - : Royal Society of Chemistry. - 2041-6520 .- 2041-6539. ; 14:32, s. 8458-8465
  • Tidskriftsartikel (refereegranskat)abstract
    • We present a class of visible-light-driven molecular motors based on barbituric acid. Due to a serendipitous reactivity we observed during their synthesis, these motors possess a tertiary stereogenic centre on the upper half, characterised by a hydroxy group. Using a combination of femto- and nanosecond transient absorption spectroscopy, molecular dynamics simulations and low-temperature H-1 NMR experiments we found that these motors operate similarly to push-pull second-generation overcrowded alkene-based molecular motors. Interestingly, the hydroxy group at the stereocentre enables a hydrogen bond with the carbonyl groups of the barbituric acid lower half, which drives a sub-picosecond excited-state isomerisation, as observed spectroscopically. Computational simulations predict an excited state "lasso" mechanism where the intramolecular hydrogen bond pulls the molecule towards the formation of the metastable state, with a high predicted quantum yield of isomerisation (68%) in gas phase.
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3.
  • Stindt, Charlotte N., et al. (författare)
  • Activating a light-driven molecular motor by metal complexation
  • 2023
  • Ingår i: Chem. - : CELL PRESS. - 2451-9308 .- 2451-9294. ; 9:8
  • Tidskriftsartikel (refereegranskat)abstract
    • Designing increasingly complex, responsive, and dynamic molecular systems, whose actions can be controlled by a combination of cooperative stimuli, is a key challenge toward the development of more advanced functional molecular machines. Herein, we report new photochemically driven molecular motors based on a bis(benzoxazole) ligand. Coordination of the ligand to a metal salt leads to the selective in situ activation of a well-defined motor function, which can be deactivated in the presence of a competing ligand. The rotation speed and absorption wavelength are tuned by the choice of metal, allowing unprecedented control of the molecular system. DFT calculations show that the geometry of the metal center influences the rotational barriers and the possibility to couple the rotary motion with the wagging movement at the metal center. The approach presented here will open new avenues toward more complex, dynamic, and coupled systems.
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