Domino Dehydrative pi-Extension: A Facile Path to Extended Perylenes and Terrylenes
Feofanov M, Akhmetov V, Amsharov K (2021)
Publication Type: Journal article
Publication year: 2021
Journal
Abstract
Herein, we report a new method for synthesis of extended perylenes and terrylenes. The technique is based on the cascade dehydrative pi-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.
Authors with CRIS profile
Mikhail Feofanov
Lehrstuhl für Organische Chemie II
Konstantin Amsharov
Lehrstuhl für Organische Chemie II
Involved external institutions
Germany (DE)How to cite
APA:
Feofanov, M., Akhmetov, V., & Amsharov, K. (2021). Domino Dehydrative pi-Extension: A Facile Path to Extended Perylenes and Terrylenes. Chemistry - A European Journal. https://doi.org/10.1002/chem.202103098
MLA:
Feofanov, Mikhail, Vladimir Akhmetov, and Konstantin Amsharov. "Domino Dehydrative pi-Extension: A Facile Path to Extended Perylenes and Terrylenes." Chemistry - A European Journal (2021).
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