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

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 fl...

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Bibliographic Details
Published in:Organic letters Vol. 25; no. 6; pp. 972 - 976
Main Authors: Yi, Xingyu, Gao, Junxiang, Qin, Hanwen, Zheng, Liping, Zeng, Weixuan, Chen, Huajie
Format: Journal Article
Language:English
Published: United States American Chemical Society 17-02-2023
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Summary: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.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00001