Synthesis of 2-Azapyrenes and Their Photophysical and Electrochemical Properties
Ricardo Molenda, Sebastian Boldt, Alexander Villinger, Peter Ehlers, Peter Langer
Abstract
A series of 5,7,9-substituted 2-azapyrenes were synthesized for the first time. The synthesis relies on Brønsted acid promoted benzannulation of alkyne precursors prepared by palladium-catalyzed cross-coupling reactions. The synthetic strategy is efficient and the scope covers a variety of functional groups. The electrochemical behavior and photophysical properties of the products were investigated by UV-vis and fluorescence spectroscopy, cyclic voltammetry, and DFT calculations.
Topics & Concepts
ChemistryCyclic voltammetryElectrochemistryAlkyneCombinatorial chemistryPalladiumPhotochemistryCatalysisFluorescenceFluorescence spectroscopyOrganic chemistryPhysical chemistryElectrodeQuantum mechanicsPhysicsPorphyrin and Phthalocyanine ChemistryLuminescence and Fluorescent MaterialsOrganic Electronics and Photovoltaics