A Double Concave Hydrocarbon Buckycatcher

Double Diels−Alder addition of isocorannulenofuran to dibenzocyclooctadiyne followed by deoxygenation produces a molecular tweezers C 60 H 28 with two corannulene pincers and a tetrabenzocyclooctatetraene tether. X-ray crystal structure determination of its inclusion complex with buckminsterfullerene C 60 provides experimental evidence for the importance of attractive concave−convex π−π interactions in the supramolecular chemistry of fullerenes with buckybowls. An association constant of 8600 ± 500 M -1 was estimated for the complex formation by NMR titration experiment in toluene- d 8.