Threading a Linear Molecule Through a Macrocycle Thanks to Boron: Optical Properties of the Threaded Species and Synthesis of a Rotaxane - Sciences Chimiques de Rennes / Centre de Diffractométrie
Article Dans Une Revue Angewandte Chemie International Edition Année : 2024

Threading a Linear Molecule Through a Macrocycle Thanks to Boron: Optical Properties of the Threaded Species and Synthesis of a Rotaxane

Olivier Mongin
Arnaud Fihey
Yann Trolez
Matthieu Hicguet

Résumé

Two BODIPYs and two boron β‐diketonates were threaded through a macrocycle bearing a 2,2’‐biphenol unit, showing thus the ability of boron to act as a gathering atom. The new threaded species were characterized by 1D and 2D NMR spectroscopy as well as by X‐ray crystallography for one of them and their properties rationalized with quantum chemistry to unravel the vibronic contributions. The BODIPYs exhibited interesting fluorescence features with quantum yields up to 91% and enhanced photostability compared to their non‐threaded homologues. A rotaxane was synthesized using this threading strategy after stoppering and removing the boron with potassium hydroxide.
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Dates et versions

hal-04431943 , version 1 (10-09-2024)

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Ludmilla Verrieux, Olivier Mongin, Thierry Roisnel, Fabienne Berrée, Arnaud Fihey, et al.. Threading a Linear Molecule Through a Macrocycle Thanks to Boron: Optical Properties of the Threaded Species and Synthesis of a Rotaxane. Angewandte Chemie International Edition, 2024, 63 (12), pp.e202318297. ⟨10.1002/anie.202318297⟩. ⟨hal-04431943⟩
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