The buckybowl corannulene is known to be an excellent electron acceptor. UV photoelectron spectroscopy studies were performed with thin-film systems containing corannulene and cesium. Adsorption of submonolayer quantities of corannulene in ultrahigh vacuum onto thick Cs films, deposited at 100 K on a copper(111) substrate, induces a transfer of four electrons per molecule into the two lowest un...

A novel nitrogen-doped corannulene derivative, 8-tert-butyl-6b(2) -azapentabenzo[bc,ef,hi,kl,no]corannulene, was synthesized by 1,3-dipolar cycloaddition of a polycyclic aromatic azomethine ylide with a diarylethyne and subsequent palladium-catalyzed intramolecular cyclization. This molecule represents the first example of a corannulene derivative bearing an internal heteroatom, and exhibits un...

We report the results of a broadband rotational spectroscopic study of corannulene, C20H10, all of its singly substituted 13C isotopologues, and a complex of corannulene with one molecule of water. Corannulene is a polycyclic aromatic hydrocarbon (PAH) with a curved structure that results in a large dipole moment. Observation of 13C isotopic species in natural abundance allowed us to precisely ...

Stimulated by the recent observation of pi-pi interactions between C60 and corannulene subunits in a molecular tweezer arrangement (J Am Chem Soc 2007, 129, 3842), a density functional theory study was performed to analyze the electronic structure and properties of various noncovalent corannulene complexes. The theoretical approach is first applied to corannulene complexes with a series of benc...

The first X-ray structural determinations of pristine fullerene C(60), cocrystallized 1:1 with corannulene and with its pentaalkyl-substituted derivative, 1,3,5,7,9-penta-tert-butyl-corannulene, have now been achieved.

A series of aromatic hydrocarbons were investigated so as to compare the reactivity of corannulene with planar aromatic hydrocarbons. Corannulene was found to be more reactive than benzene, naphthalene and triphenylene to Friedel-Crafts acylation whilst electrophilic aromatic bromination was also used to confirm that triphenylene was less reactive than corannulene and that pyrene, perylene and ...

All 10 C-H positions on the rim of corannulene can be arylated by repetitive palladium-catalyzed C-H activation. To relieve congestion among the 10 tightly packed aryl substituents in the product, the central corannulene adopts a nearly planar geometry.

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 ...

Corannulene can be formed through molecular mass growth processes in circumstellar envelopes.