<i>N</i>‑Bridged BODIPY Dimers: Exploring\nthe Electron-Rich and Electron-Poor Coupling Limit via Pyrrole and\nPyridine Annulation

<b>A</b> facile access to <i>N</i>-heteroaryl-fused\nbis-BODIPY scaffolds has been developed. A BODIPY dimer with an α,α-amine\nlinker serves as a starting material to obtain pyrrole- and pyridine-fused\nBODIPYs, either by direct oxidation or by oxidative condensation with\nan aldehyde building block. Both species mark antipodal conjugative\ncoupling conditions that result in distinct spectral outcomes. In\nstark contrast to the pyrrole fusion, pyridine-coupled species show\nunique panchromatic absorption profiles.