Sara Grecchi, Giorgia Bonetti, Elisa Emanuele, Jiří Ludvík, Lucie Koláčná, Alan Liška, Magdaléna Hromadová, Serena Arnaboldi, Roberto Cirilli, Patrizia R Mussini, Tiziana Benincori
Among inherently chiral selectors of axial stereogenicity, usually resulting in very good enantiodiscrimination performances, the biindole-based family has the additional advantage of very easy functionalization of the two nitrogen atoms with a variety of substituents with desirable properties. Aiming to evaluate the possibility of exploiting such feature to enhance the enantiodiscrimination ability of the archetype structure, a series of three inherently chiral monomers were designed and synthesized, characterised by a 2,2'-biindole atropisomeric core conjugated to bithiophene wings enabling fast and regular electrooligomerization, and functionalised at the nitrogen atoms with an ethyl, a methoxyethyl, or a hydroxyethyl substituent...
March 22, 2024: Chemistry: a European Journal