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RESEARCH PRODUCT
A resorcinol derived calix[5]arene with C5-symmetry
Moniralsadat TabatabaiVolker BöhmerErich F. PaulusGeorge FergusonWalter Vogtsubject
chemistry.chemical_compoundCrystallographychemistryRing flipStereochemistryPentamerCondensationBenzophenoneProton NMRMass spectrumGeneral ChemistryResorcinolSingle crystaldescription
Abstract Condensation of 2,4-dihydroxy-3-hydroxymethyl benzophenone (4) in dioxane/H2SO4 gave the cyclic pentamer 5, a calix[5]arene with regular incorporation of the resorcinol units via their 2- and 6-positions. The structure follows from the 1H NMR and mass spectra and was further confirmed by single crystal X-ray analysis. Dynamic NMR in C2D2Cl4 gave a surprisingly high barrier of ΔG‡ = 17.3 kcal/mol for the cone-to-cone ring inversion.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1994-12-01 | Supramolecular Chemistry |