6533b850fe1ef96bd12a825b
RESEARCH PRODUCT
Asymmetrically substituted calix[4]arenes; A two-dimensional 1H NMR study of a tetraester derivative in the cone-conformation
Karl-ludwig PlattVolker BöhmerLucia ZettaWalter VogtArtur Wolffsubject
chemistry.chemical_classificationStereochemistryOrganic ChemistryNuclear Overhauser effectNuclear magnetic resonance spectroscopyBiochemistrychemistry.chemical_compoundCrystallographyPolycyclic compoundchemistryDrug DiscoveryProton NMRDerivatizationConformational isomerismDerivative (chemistry)Cyclophanedescription
Abstract Several new chiral calix[4]arenes with three or four different substituents in the p-position have been prepared by fragment condensation. Standard derivatization procedures always led to the formation of mixtures of various conformational isomers from which the derivative in the cone-conformation could be isolated only by preparative HPLC. For a tetraester derivative it was shown by two-dimensional 1H NMR spectroscopy, that due to the different substituents the cone-conformation is strongly distorted. The sodium complex of this tetraester, however, assumes a regular cone-conformation again.
year | journal | country | edition | language |
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1991-03-01 | Tetrahedron |