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Stereospecific Synthesis and Photophysical Properties of Propeller-Shaped C90H48 PAH
Authors:Fangyuan Zhang  Evripidis Michail  Fridolin Saal  Ana-Maria Krause  Dr. Prince Ravat
Affiliation:1. Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany;2. Center for Nanosystems Chemistry, University of Würzburg, Theodor-Boveri-Weg, 97074 Würzburg, Germany
Abstract:Herein, we have synthesized an enantiomerically pure propeller-shaped PAH, C90H48, possessing three [7]helicene and three [5]helicene subunits. This compound can be obtained in gram quantities in a straightforward manner. The photophysical and chiroptical properties were investigated using UV/Vis absorption and emission, optical rotation and circular dichroism spectroscopy, supported by DFT calculations. The nonlinear optical properties were investigated by two-photon absorption measurements using linearly and circularly polarized light. The extremely twisted structure and packing of the homochiral compound were investigated by single-crystal X-ray diffraction analysis.
Keywords:chirality  enantiomers  helicenes  polycyclic aromatic hydrocarbons  stereospecific synthesis
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