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RESEARCH PRODUCT
Single and Multiple Additions of Dibenzoylmethane onto Buckminsterfullerene
Martin NiegerFilip TopićAngela BihlmeierKari RissanenAlexander GiovannittiStefan M. SeifermannWim KlopperStefan BräseThierry Mullersubject
FullereneDibenzoylmethane010405 organic chemistryOrganic Chemistry010402 general chemistryMass spectrometry01 natural sciences0104 chemical sciencesAdductchemistry.chemical_compoundLow energyBuckminsterfullerenechemistryComputational chemistryMoleculePhysical and Theoretical Chemistrydescription
A novel dibenzoylmethane-fullerene e,e,e-tris adduct was synthesized by the application of a variation of the Bingel–Hirsch conditions and characterized among others by X-ray crystallography. In addition, the corresponding hexakis adduct was detected by MALDI-TOF-MS analysis. Its existence was supported by density-functional-theory (DFT) computations. Furthermore a new synthesis of bis(benzoyl)methanofullerene was established, and its molecular structure was elucidated by X-ray crystallography. DFT computations reproduced the experimentally determined conformation and predict a low energy barrier for the rotation of the two benzoyl moieties.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-11-04 | European Journal of Organic Chemistry |