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

DOI: 10.1002/chem.202103098

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

Involved external institutions

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://dx.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).

BibTeX: Download