The synthesis of angularly fused polyaromatic compounds by using a light-assisted, base-mediated cyclization reaction |
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Authors: | Pathak Rakhi Vandayar Kantharuby van Otterlo Willem A L Michael Joseph P Fernandes Manuel A de Koning Charles B |
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Institution: | Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits, 2050, South Africa. |
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Abstract: | The synthesis of substituted polyaromatic compounds that contain at least four benzene rings fused together in an angular fashion is described. Suzuki coupling of 1-bromo-3,4-dihydronaphthalene-2-carbaldehyde with a number of aromatic boronic acids affords products such as 1-(1,4-dimethoxy-3-methyl-2-naphthyl)-3,4-dihydronaphthalene-2-carbaldehyde. Exposure of these dihydronaphthalenes to potassium tert-butoxide and DMF at 80 degrees C yields polyaromatic compounds such as 9,14-dimethoxynaphtho1,2-a]anthracene. |
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