6 research outputs found
Acenaphthenoannulation Induced by the Dual Lewis Acidity of Alumina
We have discovered a dual (i.âe., soft and hard) Lewis acidity of alumina that enables rapid one-pot Ï-extension through the activation of terminal alkynes followed by CâF activation. The tandem reaction introduces an acenaphthene fragment â an essential moiety of geodesic polyarenes. This reaction provides quick access to elusive non-alternant polyarenes such as Ï-extended buckybowls and helicenes through three-point annulation of the 1-(2-ethynyl-6-fluorophenyl)naphthalene moiety. The versatility of the developed method was demonstrated by the synthesis of unprecedented structural fragments of elusive geodesic graphene nanoribbons
An Indacenopiceneâbased Buckybowl Catcher for Recognition of Fullerenes
A novel buckybowl catcher with an extended Ï-surface has been synthesized via cross-coupling of two bowl shaped bromoindacenopicene moieties with a tolyl linker. The obtained catcher has been unambiguously characterized by 2D-NMR and mass spectrometry. DFT calculations indicate that the curved shape of the receptor moieties is favourable for binding fullerenes. Effective binding was confirmed for interactions with C and C utilizing NMR spectroscopy and isothermal titration calorimetry (ITC). The resulting binding values show a higher affinity of the catcher towards C over C. The designed catcher demonstrated the fundamental possibility of creating sensors for spherical aromaticity