Dithiophene‐Fused Oxadiborepins and Azadiborepins: A New Class of Highly Fluorescent Heteroaromatics
Merian Crumbach, Jonas Bachmann, Lars Fritze, Andreas Helbig, Ivo Krummenacher, Holger Braunschweig, Holger Helten
Abstract
Access to dithiophene-fused oxadiborepins and the first azadiborepins attained via a modular synthesis route are presented. The new compounds emit intense blue light, some of which demonstrate fluorescence quantum yields close to unity. Cyclic voltammetry (CV) revealed electrochemically reversible one-electron reduction processes. The weak aromatic character of the novel 1,2,7-azadiborepin ring is demonstrated with in-depth theoretical investigations using nucleus-independent chemical shift (NICS) scans and anisotropy of the induced current density (ACID) calculations.
Topics & Concepts
FluorescenceCyclic voltammetryRing (chemistry)AnisotropyCharacter (mathematics)Materials sciencePhotochemistryChemistryPhysical chemistryElectrochemistryOrganic chemistryElectrodePhysicsOpticsMathematicsGeometryOrganoboron and organosilicon chemistryOrganic and Molecular Conductors ResearchOrganic Light-Emitting Diodes Research