title: Fused Dibenzo[a,m]rubicene: A New Bowl-Shaped Subunit of C70 Containing Two Pentagons.
abstract: Total synthetic approaches of fullerenes are the holy grail for organic chemistry. So far, the main attempts have focused on the synthesis of the buckminsterfullerene C60. In contrast, access to subunits of the homologue C70 remains challenging. Here, we demonstrate an efficient bottom-up strategy toward a novel bowl-shaped polycyclic aromatic hydrocarbons (PAH) C34 with two pentagons. This PAH represents a subunit for C70 and of other higher fullerenes. The bowl-shaped structure was unambiguously determined by X-ray crystallography. A bowl-to-bowl inversion for a C70 fragment in solution was investigated by dynamic NMR analysis, showing a bowl-to-bowl inversion energy (ΔG(⧧)) of 16.7 kcal mol(-1), which is further corroborated by DFT calculations.
authors.affiliation: Center for Advancing Electronics Dresden & Department of Chemistry and Food Chemistry, Technische Universität Dresden , 01062 Dresden, Germany.
authors.forename: Junzhi
authors.initials: J
authors.lastname: Liu
authors.affiliation: Laboratory for Chemistry of Novel Materials, University of Mons , B-7000 Mons, Belgium.
authors.forename: Silvio
authors.initials: S
authors.lastname: Osella
authors.affiliation: Center for Advancing Electronics Dresden & Department of Chemistry and Food Chemistry, Technische Universität Dresden , 01062 Dresden, Germany.
authors.forename: Ji
authors.initials: J
authors.lastname: Ma
authors.affiliation: Center for Advancing Electronics Dresden & Department of Chemistry and Food Chemistry, Technische Universität Dresden , 01062 Dresden, Germany.
authors.forename: Reinhard
authors.initials: R
authors.lastname: Berger
authors.affiliation: Laboratory for Chemistry of Novel Materials, University of Mons , B-7000 Mons, Belgium.
authors.forename: David
authors.initials: D
authors.lastname: Beljonne
authors.affiliation: Institut für Organische Chemie, Universität Mainz , 55099, Mainz, Germany.
authors.forename: Dieter
authors.initials: D
authors.lastname: Schollmeyer
authors.affiliation: Center for Advancing Electronics Dresden & Department of Chemistry and Food Chemistry, Technische Universität Dresden , 01062 Dresden, Germany.
authors.forename: Xinliang
authors.initials: X
authors.lastname: Feng
authors.affiliation: Max-Planck Institut für Polymerforschung , 55128, Mainz, Germany.
authors.forename: Klaus
authors.initials: K
authors.lastname: Müllen