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Updated: Oct 19, 2025

Synthesis of Cyclic Polymers and Characterization of Their Diffusive Motion in the Melt State at the Single Molecule Level
Published on: September 26, 2016
Domino Dehydrative π-Extension: A Facile Path to Extended Perylenes and Terrylenes
Mikhail Feofanov1,2, Vladimir Akhmetov2, Konstantin Amsharov1,2
1Department of Chemistry and Pharmacy, Organic Chemistry II, Nikolaus-Fiebiger Str. 10, 91058, Erlangen, Germany.
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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