Dithia[9]helicenes: Molecular design, surface imaging, and circularly polarized luminescence with enhanced dissymmetry factors?
Journal of Materials Chemistry C Pub Date: 2022-09-05 DOI: 10.1039/D2TC02910C
Abstract
Synthesis of two dithia[9]helicenes by means of a LED-based double photocyclization is reported. The compounds have sulfur atoms placed at the terminal rings of the helicene, and they display two alternative C2-symmetrical arrangements named exo (1) and endo (2). Separation of enantiomers of opposite helicity allowed the complete characterization in solution, in silico, by X-ray crystallography, and adsorbed on gold. The theoretical analysis confirms the unexpected finding that endo-dithia[9]helicene displays an experimental dissymmetry factor (glum) in CPL larger than its isomer exo-dithia[9]helicene (–0.0125 vs. ?0.0042). This enhanced glum factor ranks among the largest for a helicene-type molecule. Comparison with smaller analogues, namely exo and endo-dithia[7]helicenes (10 and 11, respectively), is also presented.
![Graphical abstract: Dithia[9]helicenes: Molecular design, surface imaging, and circularly polarized luminescence with enhanced dissymmetry factors](http://scimg.chem960.com/usr/1/D2TC02910C.jpg)
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Journal Name：Journal of Materials Chemistry C
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CAS no.: 89640-58-4
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