146885-82-7Relevant articles and documents
Selective Synthesis of Perfluoroalkylated Corannulenes and Investigation of their Structural, Dynamic and Electrochemical Behavior
Haupt, Axel,Keller, Lisa-Marie,Kutter, Maximilian,Lentz, Dieter
, p. 10756 - 10765 (2018)
Herein we report general methods allowing the synthesis of various perfluoroalkylated corannulenes with a specific substitution pattern. Variable temperature NMR spectroscopic investigations revealed dynamic behavior which was analyzed by line shape analysis. The activation parameters of these dynamic processes were determined. For a tetrasubstituted compound it was possible to observe through space scalar coupling. The packing motifs were elucidated by X-ray crystallography, showing that the substitution pattern as well as the size of substituents strongly influence intermolecular π-stacking. The reduction potentials of the perfluoroalkylated compounds were determined by cyclic voltammetry.
Hierarchical Corannulene-Based Materials: Energy Transfer and Solid-State Photophysics
Rice, Allison M.,Fellows, W. Brett,Dolgopolova, Ekaterina A.,Greytak, Andrew B.,Vannucci, Aaron K.,Smith, Mark D.,Karakalos, Stavros G.,Krause, Jeanette A.,Avdoshenko, Stanislav M.,Popov, Alexey A.,Shustova, Natalia B.
supporting information, p. 4525 - 4529 (2017/04/11)
We report the first example of a donor–acceptor corannulene-containing hybrid material with rapid ligand-to-ligand energy transfer (ET). Additionally, we provide the first time-resolved photoluminescence (PL) data for any corannulene-based compounds in the solid state. Comprehensive analysis of PL data in combination with theoretical calculations of donor–acceptor exciton coupling was employed to estimate ET rate and efficiency in the prepared material. The ligand-to-ligand ET rate calculated using two models is comparable with that observed in fullerene-containing materials, which are generally considered for molecular electronics development. Thus, the presented studies not only demonstrate the possibility of merging the intrinsic properties of π-bowls, specifically corannulene derivatives, with the versatility of crystalline hybrid scaffolds, but could also foreshadow the engineering of a novel class of hierarchical corannulene-based hybrid materials for optoelectronic devices.
Self-assembly of fivefold-symmetric molecules on a threefold-symmetric surface
Guillermet, Olivier,Niemi, Eeva,Nagarajan, Samuthira,Bouju, Xavier,Martrou, David,Gourdon, Andre,Gauthier, Sebastien
supporting information; experimental part, p. 1970 - 1973 (2009/07/25)
Buckybowls: The adsorption of penta-tert-butylcorannulene, a molecule with fivefold symmetry, on Cu(111), a surface with threefold symmetry, is investigated by scanning tunneling microscopy complemented by structure calculations. The symmetry mismatch is