Aluminium-mediated aromatic C–F bond activation: regioswitchable construction of benzene-fused triphenylene frameworks?
Chemical Communications Pub Date: 2016-09-28 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.
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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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