Synthesis of bowl-shaped polycyclic aromatic hydrocarbons via palladium-catalyzed intramolecular arylation reactions |
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Authors: | Kim Daehwan Petersen Jeffrey L Wang Kung K |
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Affiliation: | C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, 26506-6045, USA. |
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Abstract: | [reaction: see text] Treatment of the benzannulated enediyne 11 with potassium tert-butoxide in refluxing toluene for 12 h produced 15 via a cascade sequence of cyclization reactions. Two subsequent palladium-catalyzed intramolecular arylation reactions then afforded the bowl-shaped polycyclic aromatic hydrocarbon 16. The X-ray structures of 16 and two closely related molecules show the presence of significant curvatures. |
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