2022
DOI: 10.1002/chem.202201261
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Meso‐Carbon Atom Nucleophilic Attack Susceptibility in the Sterically Strained Antiaromatic Bis‐BODIPY Macrocycle and Extended Electron‐Deficient BODIPY Precursor**

Abstract: A sterically strained 32π-electron antiaromatic bis-BODIPY macrocycle in which two BODIPY fragments are linked by p-divinylbenzene groups was prepared and characterized. Unlike regular BODIPYs, the fluorescence in this macrocycle is quenched. The broad signals in the NMR spectra of the macrocycle were explained by the vibronic freedom of the p-divinylbenzene fragments. The possible diradicaloid nature of the macrocycle was excluded on the basis of variable-temperature EPR spectra in solution and in solid state… Show more

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