Thia-Bridged Triarylamine Hetero[4]Helicenes: Regioselective Synthesis and Functionalization

Stefano Menichetti , Cristina Faggi , Martina Onori , Sara Piantini , Misael Ferreira , Sara Rocchi , Michela Lupi , Ivan Marin (1) , Michele Maggini , Caterina Viglianisi

1 LAMFA - Laboratoire Amiénois de Mathématique Fondamentale et Appliquée - UMR CNRS 7352

Thia-bridged triarylamine hetero[4]helicenes (TBTH[4]H) are a peculiar class of geometrically stable [4]helicenes that have shown promising applications as organic electronic materials. Their structure comprises a bis-phenothiazine moiety, with a nitrogen atom and an aromatic ring in common, forced into a helix-shaped arrangement by four carbon-sulfur bonds. We describe a detailed study on the scope and application of the electrophilic sulfur insertion path to TBTH[4]H, with particular emphasis on the regioselective preparation of asymmetric (not dissymmetric) derivatives.

Domaines: Mathématiques [math]

Stefano Menichetti, Cristina Faggi, Martina Onori, Sara Piantini, Misael Ferreira, et al.. Thia-Bridged Triarylamine Hetero[4]Helicenes: Regioselective Synthesis and Functionalization. European Journal of Organic Chemistry, 2019, 2019 (1), pp.168-175. ⟨10.1002/ejoc.201801493⟩. ⟨hal-03621311⟩