- METHOD FOR PRODUCING POLYCYCLIC AROMATIC COMPOUND SUBSTITUTED BY ARYL GROUP
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PAH is subjected to C-H/C-B coupling using a specific boron compound, a palladium compound, and o-chloranil to produce a compound in which a C-H bond of the PAH is directly arylated regioselectively in a simple manner. When the substrate and the boron compound are appropriately selected, a larger PAH can also be obtained by further performing an annulation reaction after the coupling reaction. Similarly, when PAH is subjected to C-H/C-H cross-coupling using a specific aromatic compound, a palladium compound, and o-chloranil, a compound in which a C-H bond of the PAH is directly arylated regioselectively can be produced in a simple manner. When the substrate and the aromatic compound are appropriately selected in this case, a larger PAH can also be obtained by further performing an annulation reaction after the cross-coupling reaction.
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Paragraph 0228; 0229; 0232; 0233
(2014/05/24)
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- Direct arylation of polycyclic aromatic hydrocarbons through palladium catalysis
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We have discovered that the combination of Pd(OAc)2/o-chloranil can catalyze the direct C-H bond arylation of polycyclic aromatic hydrocarbons (PAHs) with arylboroxins that occurs selectively at the K-region. The sequential integration of Pd-catalyzed direct arylation of PAHs and FeCl 3-mediated cyclodehydrogenation is effective in rapidly extending a parent PAH π-system with high directionality.
- Mochida, Kenji,Kawasumi, Katsuaki,Segawa, Yasutomo,Itami, Kenichiro
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supporting information; experimental part
p. 10716 - 10719
(2011/09/15)
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