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Double [4]Helicene-like Naphthobisbenzothiophene Diimides and Their Thienyl-S,S-dioxidized Derivatives with Attractive Solid-State Fluorescence and High Electron Affinity.

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A series of double [4]helicene-like naphthobisbenzothiophene diimides and their thienyl-S,S-dioxidized derivatives are synthesized via MoCl5-catalyzed cyclization and m-CPBA-mediated oxidation reactions. The functional five-membered ring diimides show a helicene-like geometry, strong… Click to show full abstract

A series of double [4]helicene-like naphthobisbenzothiophene diimides and their thienyl-S,S-dioxidized derivatives are synthesized via MoCl5-catalyzed cyclization and m-CPBA-mediated oxidation reactions. The functional five-membered ring diimides show a helicene-like geometry, strong solid-state fluorescence, and deep LUMO of -4.37 eV.

Keywords: double helicene; naphthobisbenzothiophene diimides; helicene like; like naphthobisbenzothiophene; thienyl dioxidized; diimides thienyl

Journal Title: Organic letters
Year Published: 2023

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