Direct arylation of polycyclic aromatic hydrocarbons through palladium catalysis

Kenji Mochida; Katsuaki Kawasumi; Yasutomo Segawa; Kenichiro Itami

doi:10.1021/ja202975w

Direct arylation of polycyclic aromatic hydrocarbons through palladium catalysis

Kenji Mochida, Katsuaki Kawasumi, Yasutomo Segawa, Kenichiro Itami

Research Core for Interdisciplinary Sciences

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126 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	10716-10719
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	133
Issue number	28
DOIs	https://doi.org/10.1021/ja202975w
Publication status	Published - Jul 20 2011

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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AU - Mochida, Kenji

AU - Kawasumi, Katsuaki

AU - Segawa, Yasutomo

AU - Itami, Kenichiro

PY - 2011/7/20

Y1 - 2011/7/20

N2 - 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.

AB - 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.

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Direct arylation of polycyclic aromatic hydrocarbons through palladium catalysis

Abstract

ASJC Scopus subject areas

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