BNB-doped phenalenyls – aromaticity switch upon one-electron reduction
Merian Crumbach, Ozan Ayhan, Lars Fritze, Jan A. P. Sprenger, Ludwig Zapf, Maik Finze, Holger Helten
Abstract
Fully aromatic, luminescent, and highly robust BNB-doped phenalenyls have been prepared, which are isoelectronic to the phenalenyl cation. B-Fluoromesityl-substitution leads to fluorescence in an extremely narrow range and significant increase in the reduction potential. Detailed theoretical investigations revealed an intramolecular aromaticity switch upon one-electron reduction.
Topics & Concepts
AromaticityRing (chemistry)ChemistryReduction (mathematics)DopingFluorescencePhotochemistryMaterials scienceOptoelectronicsOrganic chemistryMoleculePhysicsMathematicsQuantum mechanicsGeometryOrganoboron and organosilicon chemistrySynthesis and Properties of Aromatic CompoundsSynthesis and characterization of novel inorganic/organometallic compounds