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Palladium-Catalyzed C-H Activation Taken to the Limit. Flattening an Aromatic Bowl by Total Arylation

Qianyan Zhang, Katsuaki Kawasumi, Yasutomo Segawa, Kenichiro Itami, Lawrence T. Scott

J. Am. Chem. Soc. 2012, ASAP. DOI: 10.1021/ja306992k


All ten C–H positions on the rim of corannulene can be arylated by repetitive palladium-catalyzed C–H activation. To relieve congestion among the ten tightly packed aryl substituents in the product, the central corannulene adopts a nearly planar geometry.

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