Synthesis, isolation, and characterization of isomerically pure syn- and anti-anthradiindole (ADI) derivatives are described. The anti- and syn-ADI structures are demonstrated by (13)C NMR spectroscopy and by single-crystal X-ray diffraction. The spectroscopic and electrochemical properties as well as the stability of these newly synthesized π-conjugated systems are evaluated and supported by quantum-chemical calculations.
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