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Dithia[9]helicenes: Molecular design, surface imaging, and circularly polarized luminescence with enhanced dissymmetry factors

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 C-2-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 endodithia[9]heEicene displays an experimental dissymmetry factor (g(lum)) in CPL larger than its isomer exodithia[9]heEicene (-0.0125 vs. -0.0042). This enhanced g(lum) 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.
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https://hal.archives-ouvertes.fr/hal-03797390
Contributor : Laurent Jonchère Connect in order to contact the contributor
Submitted on : Tuesday, October 4, 2022 - 5:07:45 PM
Last modification on : Monday, October 10, 2022 - 11:50:38 AM

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Bianca C. Baciu, Pawel J. Bronk, Tamara de Ara, Rafael Rodriguez, Pierpaolo Morgante, et al.. Dithia[9]helicenes: Molecular design, surface imaging, and circularly polarized luminescence with enhanced dissymmetry factors. Journal of Materials Chemistry C, 2022, ⟨10.1039/d2tc02910c⟩. ⟨hal-03797390⟩

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