Synthesis and characterization of isomerically pure anti- and syn-anthradiindole derivatives

Balandier, Jean-Yves and Henry, Nicolas and Arlin, Jean-Baptiste and Sanguinet, Lionel and Lemaur, Vincent and Niebel, Claude and Chattopadhyay, Basab and Kennedy, Alan Robert and Leriche, Philippe and Blanchard, Philippe and Cornill, Jerome and Geerts, Yves Henri (2013) Synthesis and characterization of isomerically pure anti- and syn-anthradiindole derivatives. Organic Letters, 15 (2). pp. 302-305. ISSN 1523-7060

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Abstract

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