6533b824fe1ef96bd12801af

RESEARCH PRODUCT

BODIPY atropisomer interconversion, face discrimination, and superstructure appending

Ewen BodioPierre-emmanuel DoulainRichard A. DecréauChristine GozePhilippe Richard

subject

spectroscopybindingStereochemistryStackingAppend010402 general chemistryRing (chemistry)porphyrins01 natural sciencesbiomolecules[ CHIM ] Chemical SciencesCatalysischemistry.chemical_compounddimersMaterials Chemistryfluorophores[CHIM]Chemical SciencesAtropisomer010405 organic chemistryChemistryMetals and AlloysGeneral Chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsFace discriminationCeramics and CompositescellsfluorescenceBODIPYprobesSuperstructure (condensed matter)moieties

description

International audience; A strategy was developed to append sterically hindered apical pickets on both faces of the BODIPY platform to prevent stacking and aggregation. Ortho-substitution of both the meso-phenyl ring and the boron-bound catechol affords the right directionality to append pickets, achieve face discrimination, featuring two inter-convertible atropisomers, and is reminiscent of the picket-fence strategy in porphyrins.

https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01399094