Related Experiment Video
Updated: May 16, 2026

Probing C84-embedded Si Substrate Using Scanning Probe Microscopy and Molecular Dynamics
Published on: September 28, 2016
Synthesis, structure, and theoretical study of trifluoromethyl derivatives of C84(22) fullerene
Kaichin Chang1, Maria A Fritz, Nadezhda B Tamm
1Institute of Chemistry, Humboldt University of Berlin, Brook-Taylor-Strasse 2, 12489 Berlin, Germany.
Abstract:
Trifluoromethylation of higher fullerene mixtures with CF(3)I was performed in ampoules at 400 to 420 and 550 to 560 °C. HPLC separation followed by crystal growth and X-ray diffraction studies allowed the structure elucidation of nine CF(3) derivatives of D(2)-C(84) (isomer 22). Molecular structures of two isomers of C(84)(22)(CF(3))(12), two isomers of C(84)(22)(CF(3))(14), four isomers of C(84)(22)(CF(3))(16), and one isomer of C(84)(22)(CF(3))(20) were discussed in terms of their addition patterns and relative formation energies. DFT calculations were also used to predict the most stable molecular structures of lower CF(3) derivatives, C(84)(22)(CF(3))(2-10). It was found that the addition of CF(3) groups to C(84)(22) is governed by two rules: additions can only occur at para positions of C(6)(CF(3))(2) hexagons and no additions can occur at triple-hexagon-junction positions on the fullerene cage.
More Related Videos
Related Concept Videos
Hybridization of Atomic Orbitals I
Stability of Substituted Cyclohexanes
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group with both...
Chair Conformation of Cyclohexane
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this staggered...
UV–Vis Spectroscopy: Woodward–Fieser Rules
Radicals: Electronic Structure and Geometry
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...

