The synthesis of angularly fused polyaromatic compounds by using a light-assisted, base-mediated cyclization reaction.
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-dimethoxynaphtho[1,2-a]anthracene.
Pathak
Rakhi
R
Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits, 2050, South Africa.
Vandayar
Kantharuby
K
van Otterlo
Willem A L
WA
Michael
Joseph P
JP
Fernandes
Manuel A
MA
de Koning
Charles B
CB