Aluminium-mediated aromatic C-F bond activation: Regioswitchable construction of benzene-fused triphenylene frameworks

Suzuki N, Fujita T, Amsharov K, Ichikawa J (2016)

Publication Type: Journal article

Publication year: 2016

Journal

Chemical Communications Royal Society of Chemistry

Book Volume: 52

Pages Range: 12948-12951

Journal Issue: 88

DOI: 10.1039/c6cc07199f

Abstract

Selective synthesis of benzo[f]tetraphenes or benzo[g]chrysenes was achieved via aromatic C-F bond cleavage and unprecedented regioselective C-C bond formation depending upon the choice of aluminium reagents. On treatment with AlCl3, 2-(biphenyl-2-yl)-1-fluoronaphthalenes afforded exclusively benzo[f]tetraphenes via C-C bond formation on the carbon atom γ to the original position of the fluorine substituent. In contrast, α-selective C-C bond formation was promoted by treatment with γ-Al2O3 to give benzo[g]chrysenes.

Authors with CRIS profile

Konstantin Amsharov Lehrstuhl für Organische Chemie II

Involved external institutions

University of Tsukuba / 筑波大学 JP Japan (JP)

How to cite

APA:

Suzuki, N., Fujita, T., Amsharov, K., & Ichikawa, J. (2016). Aluminium-mediated aromatic C-F bond activation: Regioswitchable construction of benzene-fused triphenylene frameworks. Chemical Communications, 52(88), 12948-12951. https://doi.org/10.1039/c6cc07199f

MLA:

Suzuki, Naoto, et al. "Aluminium-mediated aromatic C-F bond activation: Regioswitchable construction of benzene-fused triphenylene frameworks." Chemical Communications 52.88 (2016): 12948-12951.

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