Tribenzotriquinacenes bearing three peripheral or bridgehead urea groups stretched into the 3-D space

• Jörg Tellenbröker and
• Dietmar Kuck

Beilstein J. Org. Chem. 2011, 7, 329–337, doi:10.3762/bjoc.7.43

• Jorg Tellenbroker Dietmar Kuck Department of Chemistry, Bielefeld University, Universitätsstraße 25, D-33615 Bielefeld, Germany 10.3762/bjoc.7.43 Abstract The syntheses of tribenzotriquinacenes (TBTQ) bearing three phenylurea groupings at either the arene periphery or at the benzhydrylic

• bridgeheads of the rigid, convex–concave, C3v-symmetrical molecular framework are reported. 1H NMR data point to supramolecular aggregation of these TBTQ derivatives in low-polarity solvents. Keywords: convex–concave structures; polycyclic compounds; supramolecular chemistry; tribenzotriquinacenes; urea

• -protons of the phenyl groups (δ 7.43), were found to be useful for this assignment. The three equivalent bridgehead methyl groups of 5 resonate at δ 1.57 and those of the central methyl group appear at δ 1.30. Although the bridgehead chemistry of the tribenzotriquinacenes has been extensively investigated