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Stereospecific Synthesis and Photophysical Properties of Propeller‐Shaped C 90 H 48 PAH
Author(s) -
Zhang Fangyuan,
Michail Evripidis,
Saal Fridolin,
Krause AnaMaria,
Ravat Prince
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201904962
Subject(s) - helicene , circular dichroism , optical rotation , absorption (acoustics) , crystallography , spectroscopy , chemistry , stereospecificity , diffraction , chirality (physics) , absorption spectroscopy , materials science , optics , molecule , chiral symmetry , physics , organic chemistry , catalysis , quantum mechanics , composite material , nambu–jona lasinio model , quark
Herein, we have synthesized an enantiomerically pure propeller‐shaped PAH, C 90 H 48 , 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.