- Modular Synthesis, Orthogonal Post-Functionalization, Absorption and Chiroptical Properties of Cationic Helicenes
Franck Torricelli, Johann Bosson, Céline Besnard, Mahshid Chekini, Thomas Bürgi, Jérôme Lacour
Angew. Chem. Int. Ed. 2013, 52, 1796-1800
Novel cationic diaza, azaoxo and dioxo helicenes are readily prepared and functionalized selectively by orthogonal aromatic electrophilic and vicarious nucleophilic substitutions; reduction, cross-coupling or condensation reactions bringing further diversity. Absorption properties up to the near Infra-Red window are tuned thanks to these late-stage transformations. The diaza helicene can be furthermore resolved into single enantiomeric salts of known configuration.
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