19399-64-5Relevant articles and documents
Revisiting Kekulene: Synthesis and Single-Molecule Imaging
Pozo, Iago,Majzik, Zsolt,Pavli?ek, Niko,Melle-Franco, Manuel,Guitián, Enrique,Pe?a, Diego,Gross, Leo,Pérez, Dolores
supporting information, p. 15488 - 15493 (2019/10/16)
Four decades after the first (and only) reported synthesis of kekulene, this emblematic cycloarene has been obtained again through an improved route involving the construction of a key synthetic intermediate, 5,6,8,9-tetrahydrobenzo[m]tetraphene, by means of a double Diels-Alder reaction between styrene and a versatile benzodiyne synthon. Ultra-high-resolution AFM imaging of single molecules of kekulene and computational calculations provide additional support for a molecular structure with a significant degree of bond localization in accordance with the resonance structure predicted by the Clar model.