An umpolung strategy for rapid access to thermally activated delayed fluorescence (TADF) materials based on phenazine
Huaxing Zhang, Qiang Guo, Cheng Hu, Chunhao Ran, Di Wu, Jingbo Lan
Abstract
Herein, Ag(I)-promoted regioselective intramolecular radical nucleophilic addition/rearrangement of 2-aryl diazaboroles has been accomplished for the first time to construct phenazine structures. This protocol is an umpolung strategy based on the classical electrophilic mechanism, and therefore, a reversed regioselectivity was observed, which provides an opportunity to prepare sterically hindered phenazines. The resulting thermally activated delayed fluorescence (TADF) materials based on phenazine exhibit emission bands from green to red with high quantum yields and moderate fluorescence lifetimes as solid films.
Topics & Concepts
PhenazineUmpolungRegioselectivityIntramolecular forceElectrophileChemistryFluorescencePhotochemistryNucleophileArylCombinatorial chemistryAlkylStereochemistryOrganic chemistryCatalysisPhysicsQuantum mechanicsOrganic Light-Emitting Diodes ResearchCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques