ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Domino Dehydrative π-Extension: A Facile Path to Extended Perylenes and Terrylenes.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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5 citing papers in PubMed.
- Peri-Alkylated Terrylenes and Ternaphthalenes Building-Blocks Towards Multi-Edge Nanographenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- DibenzannulatedChemical science · 2023Article
- Tuning the Diradical Character of Pentacene Derivatives via Non-Benzenoid Coupling Motifs.Journal of the American Chemical Society · 2023Article
- Acenaphthenoannulation Induced by the Dual Lewis Acidity of Alumina.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Domino Dehydrative π-Extension: A Facile Path to Extended Perylenes and Terrylenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
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3 authors.
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Abstract
Herein, we report a new method for synthesis of extended perylenes and terrylenes. The technique is based on the cascade dehydrative π-extensions (DPEX) of aryl aldehydes, in which stepwise annulations activate previously "dormant" substituents. Two- and fourfold cyclizations of 3-aryl-biphenyl-2,2'-dicarbaldehydes offer a rapid path to unsymmetrical perylenes and elusive terrylene derivatives, respectively. DPEX of 3,3''-(phenanthrene-1,8-diyl)bis (([1,1'-biphenyl]-2,2'-dicarbaldehyde)) leads to the biradical structure, which proceeds in situ into oxidative electrocyclization at room temperature. The described domino process complements and expands DPEX approach to a large family of fused acenes and related PAHs.
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