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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 endo -dithia[9]helicene displays an experimental dissymmetry factor ( g lum ) in CPL larger than its isomer exo -dithia[9]helicene (–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.more » « less
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Stevens, Erica; Kimes, Katerina; Salazar, Daniel; Mostafaei, Amir; Rodriguez, Rafael; Acierno, Aaron; Lázpita, Patricia; Chernenko, Volodymyr; Chmielus, Markus (, Additive Manufacturing)null (Ed.)
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