Synthesis of Chiral Pyrene-Based 1,4-Dithiins

Angew Chem Int Ed Engl. 2024 Mar 11;63(11):e202319389. doi: 10.1002/anie.202319389. Epub 2024 Jan 24.

Abstract

The 1,4-dithiin motif is known for its reversible redox properties to generate radical cations and diradical dications and thus is interesting for organic electronic applications. However, examples where this motif is embedded into chiral larger fused aromatic compounds are very rare. Here we describe the syntheses of several structurally related pyrene fused dithiins and their spectroscopic investigations with a focus on tuning circular dichroism, with respect to the g values, depending on their connectivity.

Keywords: 1,4-Dithiin; Absorption Spectroscopy; Chirality; Circular Dichroism; Pyrene.