Acenaphthenoannulation Induced by the Dual Lewis Acidity of Alumina

Akhmetov V, Feofanov M, Ruppenstein C, Lange J, Sharapa D, Krstic M, Hampel F, Kataev E, Amsharov K (2022)

Publication Type: Journal article

Publication year: 2022

Journal

Chemistry - A European Journal Wiley

DOI: 10.1002/chem.202200584

Abstract

We have discovered a dual (i. e., soft and hard) Lewis acidity of alumina that enables rapid one-pot pi-extension through the activation of terminal alkynes followed by C-F activation. The tandem reaction introduces an acenaphthene fragment - an essential moiety of geodesic polyarenes. This reaction provides quick access to elusive non-alternant polyarenes such as pi-extended buckybowls and helicenes through three-point annulation of the 1-(2-ethynyl-6-fluorophenyl)naphthalene moiety. The versatility of the developed method was demonstrated by the synthesis of unprecedented structural fragments of elusive geodesic graphene nanoribbons.

Authors with CRIS profile

Frank Hampel Lehrstuhl für Organische Chemie I Evgeny Kataev Lehrstuhl für Organische Chemie II Konstantin Amsharov

Involved external institutions

Martin-Luther-Universität Halle-Wittenberg (MLU) DE Germany (DE) Karlsruhe Institute of Technology (KIT) DE Germany (DE)

How to cite

APA:

Akhmetov, V., Feofanov, M., Ruppenstein, C., Lange, J., Sharapa, D., Krstic, M.,... Amsharov, K. (2022). Acenaphthenoannulation Induced by the Dual Lewis Acidity of Alumina. Chemistry - A European Journal. https://doi.org/10.1002/chem.202200584

MLA:

Akhmetov, Vladimir, et al. "Acenaphthenoannulation Induced by the Dual Lewis Acidity of Alumina." Chemistry - A European Journal (2022).

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