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Synthesis of a Double-Helical Naphthotetraindole Core via an Intramolecular Dehydrogenative Homocoupling Reaction

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journal contribution
posted on 22.01.2019, 17:22 by Xuesong Zheng, Rongchuan Su, Zhishuo Wang, Tianbao Wang, Zhengyang Bin, Zhijie She, Ge Gao, Jingsong You
A novel naphthotetraindole (NTI) core was synthesized in two steps via the McMurry reaction and a [Cu]/[Ag]-promoted intramolecular dehydrogenative homocoupling reaction. NTI shows a unique X-shaped double-helical structure as determined by single-crystal X-ray diffraction analysis. The hole-transport mobility of the bare NTI core was measured to be 2.3 × 10–5 cm2 V–1 s–1, which is comparable with the commonly used Spiro-OMeTAD.