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RESEARCH PRODUCT
From Hexaphenylbenzene to 1,2,3,4,5,6-Hexacyclohexylcyclohexane
Akimitsu NaritaCheng-wei JuCheng-wei JuSvenja MorsbachDieter SchollmeyerMarcel DillenburgerZijie QiuKlaus MüllenBeate Müllersubject
CyclohexaneCommunicationAtmospheric-pressure chemical ionizationGeneral ChemistryMass spectrometryBiochemistryCatalysisCrystalchemistry.chemical_compoundCrystallographyColloid and Surface ChemistrychemistryX-ray crystallographyMoleculeHexaphenylbenzenedescription
The hydrogenation of hexaphenylbenzene was studied, affording novel partially hydrogenated hexacyclohexylbenzene (HCB) as well as fully hydrogenated 1,2,3,4,5,6-hexacyclohexylcyclohexane (HCC) as an unprecedented “oligocyclohexyl” molecule. The reaction process was analyzed by mass spectrometry with atmospheric pressure chemical ionization and high-performance liquid chromatography. From a crude product mixture, two different crystals with flake- and block-shapes could be grown and analyzed by X-ray crystallography, revealing their structures as HCB and HCC. While a geared arrangement of cyclohexyl substitutes was found in HCB, two isomeric structures were identified in HCC crystal with chair and twist-boat conformations of the central cyclohexane.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2020-07-15 | Journal of the American Chemical Society |